Stepful

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. The opportunity : We're adding a Controller to our Finance team to establish world-class accounting operations and lead our transition to Big 4 audits. You'll play a critical role in building scalable processes, ensuring audit readiness, and supporting our leadership team with strategic financial insights as we prepare for our next phase of growth. This role reports directly to the Head of Finance and partners closely with cross-functional teams across the organization. You will establish robust accounting operations while maintaining the rigor required for financial accuracy and audit compliance. This is a hybrid opportunity requiring three days/week (Tuesday, Wednesday, Thursday) working out of our office located in TriBeCa. What you’ll do : Own all aspects of accounting operations, including GL, AP, AR, payroll, revenue recognition, and tax compliance Prepare and review monthly, quarterly, and annual financial statements in accordance with US GAAP Lead preparation for and management of annual external audits with Big 4 accounting firm Oversee revenue recognition policies in accordance with ASC 606, ensuring accuracy for B2C and B2B subscription usage models Manage GL reconciliations and maintaining internal controls to ensure financial integrity Maintain compliance with federal, state, and local reporting requirements, including timely and accurate preparation of tax filings Implement and monitor internal controls to ensure compliance with audit requirements Optimize accounting workflows and documentation for scalability Partner with FP&A on budgeting, forecasting, and financial analysis Manage relationships with auditors, tax advisors, and other external partners Oversee an in-house and outsourced team of accounting professionals, including overseeing accounting operations for a recent acquisition Lead ongoing accounting ERP implementation with Rillet Drive process improvements to enhance accuracy, efficiency, and transparency What you’ll bring : CPA with 8–12+ years of progressive accounting experience, including at least 5 years in a leadership role Track record of hiring, training, and developing high performing teams Public accounting background (Big 4 preferred) with direct audit experience. Experience in high-growth venture-backed companies (ideally Series B–D stage) In-depth knowledge of US GAAP, ASC 606, and internal control frameworks Proven track record of successfully preparing a company for Big 4 audits Hands-on operational accounting skills with ability to dive into details while managing strategic initiatives Strong ERP experience (

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $55M Series C led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. The Opportunity As Stepful’s Director of Clinical Strategy, you will serve as the clinical voice for our go-to-market organization, walking into rooms with top CNOs and being recognized immediately as a peer, not a vendor. You will challenge CNO thinking, validate our program designs, and bridge the gap between what sales communicates and what clinical executives actually believe. Success in this role will be measured by your direct impact on clinical stakeholder relationships, the credibility of Stepful’s brand in nursing leadership circles, and partnership-building velocity. You will spend the majority of your time speaking with clients or presenting at conferences, with the remainder devoted to internal coaching, program quality, and strategic external presence. This is a remote role with a significant travel component (30% expected travel). This role reports to our SVP of Growth. What You’ll Do In the Field (60–70%) Join sales as the clinical voice—not to present, but to converse peer-to-peer with clinical executives, leveraging lived experience and authority rather than talking points Challenge and reframe clinical objections in ways an Account Executive simply cannot Build trusted, lasting relationships with clinical champions inside target accounts that persist beyond any single transaction Co-own clinical validation during the sales process, helping buyers construct their internal business case Internal (20–30%) Serve as the voice of the clinical operator on our program and product roadmap, stress-testing decisions, messaging, and use cases against real-world nursing workflows Coach the sales team on clinical fluency: terminology, care delivery models, and what CNOs actually worry about Review and stress-test clinical claims in marketing materials, case studies, and ROI models Help develop clinical content—white papers, webinar presence, conference speaking—that builds Stepful’s credibility with nursing leadership Strategic (10–20%) Advise GTM strategy through a clinical lens, identifying which programs, buyers, and problems resonate most Represent Stepful externally at nursing and health system conferences Build and cultivate a network of clinical advisors and reference customers What You’ll Bring 10+ years of clinical nursing experience, with at least 5 years in a senior nursing leadership role (Director of Nursing, VP Patient Care, CNO, or equivalent) at a recognized health system; you’ve sat in the seat our buyers sit in Demonstrated ability to operate in a commercial environment. You’ve worked with vendors, led evaluations, or made significant technol

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. The opportunity : We are seeking a strategic, results-oriented Director of Paid Growth to lead and scale our acquisition engine across both our D2C and B2B channels. This is a high-impact leadership role for a growth expert who can bridge the gap between high-level strategy and tactical execution in a fast-paced, scaling startup environment. You will be responsible for the vision and performance of both organic and paid growth initiatives while managing a significant multi-million dollar budget and leading a high-performing team to hit ambitious goals. This hybrid opportunity is based out of our NYC office, reporting directly into our VP of Growth Marketing. What you’ll do : Strategic Leadership: Define and execute the overarching growth strategy for both direct-to-consumer (D2C) training programs and our B2B enterprise partnerships Team Management: Build, mentor, and lead a team of growth marketers, fostering a culture of data-driven experimentation and high performance Full-Funnel Ownership: Oversee end-to-end campaign strategy and optimization across Meta, TikTok, YouTube, search and emerging platforms Build and iterate on growth loops (referrals, virality, partnerships, content → paid flywheels) Funnel & Conversion Optimization: Own top of D2C funnel (traffic → signup → purchase) with consideration for down-funnel (enrollment → retention) Budget & ROI Accountability: Manage and optimize multi-million dollar monthly budgets while owning core growth metrics (CAC, LTV, payback, retention, CVR rates) Build dashboards and deeply analyze cohort performance and attribution and make data-driven budget allocation decisions to maximize ROI Innovation: Stay at the forefront of platform shifts and algorithm changes to maintain Stepful’s competitive edge in the market What you’ll bring : 8+ years of growth marketing experience, with at least 3+ years in a leadership/people management role Proven track record at a high-growth, scaling startup, successfully overseeing both D2C and B2B initiatives Deep hands-on expertise in scaling paid social and search, ideally managing budgets exceeding $2M+ per month. Experience building and leading teams, with a focus on professional development and performance management Strong analytical chops with the ability to translate complex data into actionable strategic insights Exceptional creative instincts and experience leading creative strategy to drive conversion Bonus points if : You’ve worked in EdTech, healthcare, or another mission-driven D2C industry Interview Process : Introductory call with Talent Acquisition team member In

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. The opportunity : We are seeking a strategic, results-oriented Director of Paid Growth to lead and scale our acquisition engine across both our D2C and B2B channels. This is a high-impact leadership role for a growth expert who can bridge the gap between high-level strategy and tactical execution in a fast-paced, scaling startup environment. You will be responsible for the vision and performance of both organic and paid growth initiatives while managing a significant multi-million dollar budget and leading a high-performing team to hit ambitious goals. This hybrid opportunity is based out of our NYC office, reporting directly into our VP of Growth Marketing. What you’ll do : Strategic Leadership: Define and execute the overarching growth strategy for both direct-to-consumer (D2C) training programs and our B2B enterprise partnerships Team Management: Build, mentor, and lead a team of growth marketers, fostering a culture of data-driven experimentation and high performance Full-Funnel Ownership: Oversee end-to-end campaign strategy and optimization across Meta, TikTok, YouTube, search and emerging platforms Build and iterate on growth loops (referrals, virality, partnerships, content → paid flywheels) Funnel & Conversion Optimization: Own top of D2C funnel (traffic → signup → purchase) with consideration for down-funnel (enrollment → retention) Budget & ROI Accountability: Manage and optimize multi-million dollar monthly budgets while owning core growth metrics (CAC, LTV, payback, retention, CVR rates) Build dashboards and deeply analyze cohort performance and attribution and make data-driven budget allocation decisions to maximize ROI Innovation: Stay at the forefront of platform shifts and algorithm changes to maintain Stepful’s competitive edge in the market What you’ll bring : 8+ years of growth marketing experience, with at least 3+ years in a leadership/people management role Proven track record at a high-growth, scaling startup, successfully overseeing both D2C and B2B initiatives Deep hands-on expertise in scaling paid social and search, ideally managing budgets exceeding $2M+ per month. Experience building and leading teams, with a focus on professional development and performance management Strong analytical chops with the ability to translate complex data into actionable strategic insights Exceptional creative instincts and experience leading creative strategy to drive conversion Bonus points if : You’ve worked in EdTech, healthcare, or another mission-driven D2C industry Interview Process : Introductory call with Talent Acquisition team member In

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. The opportunity : We are seeking a strategic, results-oriented Director of Performance Marketing to lead and scale our acquisition engine across both our D2C and B2B channels. This is a high-impact leadership role for a growth expert who can bridge the gap between high-level strategy and tactical execution in a fast-paced, scaling startup environment. You will be responsible for the vision and performance of both organic and paid growth initiatives while managing a significant multi-million dollar budget and leading a high-performing team to hit ambitious goals. This hybrid opportunity is based out of our NYC office, reporting directly into our VP of Growth Marketing. What you’ll do : Strategic Leadership: Define and execute the overarching growth strategy for both direct-to-consumer (D2C) training programs and our B2B enterprise partnerships Team Management: Build, mentor, and lead a team of growth marketers, fostering a culture of data-driven experimentation and high performance Full-Funnel Ownership: Oversee end-to-end campaign strategy and optimization across Meta, TikTok, YouTube, search and emerging platforms Build and iterate on growth loops (referrals, virality, partnerships, content → paid flywheels) Funnel & Conversion Optimization: Own top of D2C funnel (traffic → signup → purchase) with consideration for down-funnel (enrollment → retention) Budget & ROI Accountability: Manage and optimize multi-million dollar monthly budgets while owning core growth metrics (CAC, LTV, payback, retention, CVR rates) Build dashboards and deeply analyze cohort performance and attribution and make data-driven budget allocation decisions to maximize ROI Innovation: Stay at the forefront of platform shifts and algorithm changes to maintain Stepful’s competitive edge in the market What you’ll bring : 8+ years of growth marketing experience, with at least 3+ years in a leadership/people management role Proven track record at a high-growth, scaling startup, successfully overseeing both D2C and B2B initiatives Deep hands-on expertise in scaling paid social and search, ideally managing budgets exceeding $2M+ per month. Experience building and leading teams, with a focus on professional development and performance management Strong analytical chops with the ability to translate complex data into actionable strategic insights Exceptional creative instincts and experience leading creative strategy to drive conversion Bonus points if : You’ve worked in EdTech, healthcare, or another mission-driven D2C industry Interview Process : Introductory call with Talent Acquisition team m

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. Engineering Manager About Stepful: At Stepful, we’re on a mission to reimagine allied healthcare training by providing affordable, online, instructor-led and AI-enabled education to help learners - especially from underserved communities - launch high-demand healthcare careers on their own terms. In addition to our direct-to-consumer training model, Stepful partners with healthcare institutions to build talent pipelines and career pathways in an effort to mitigate the increasing allied health employee shortage. Our graduates - inclusive of Medical Assistants, Pharmacy Technicians and more - go on to work for leading institutions such as CVS, NY-Presbyterian and Walgreens. Stepful is backed by Y Combinator, Reach Capital and AlleyCorp, and we recently closed a $31.5M Series B round led by Oak HC/FT. Additionally, TIME named Stepful the #1 EdTech company in the U.S. for 2025. Stepful unlocks the full potential of the global workforce, improving access to quality healthcare for everyone, everywhere. Our values: At Stepful, we attribute much of our success to the high caliber of our team. To that end, we seek to onboard mission-driven individuals who thrive in a fast-paced environment, don’t shy away from ambiguity and demonstrate our four company values: Care first: We do whatever it takes for our students to succeed. Learn quickly: We test, learn with data, and iterate. Build together: We win when we rely on each other. Own it: We show up, take initiative, and show pride. The opportunity: As an Engineering Manager at Stepful, you’ll lead a team of Product Engineers building the end-to-end experiences that help our students succeed—from enrollment and program completion to landing their first healthcare job. This is a hands-on management role where you will stay close to the codebase (roughly 20% of your time) while shaping what we build and leading engineers to do the best work of their careers. What you’ll do: Team Leadership & Development: Product Delivery & Collaboration: Technical Excellence (Hands-on): What you’ll bring: 2+ years of direct experience managing software engineers. 6+ years of experience building software products, with a strong full-stack engineering background. A "builder" mentality—you are eager to go deep in code reviews, ask technical questions, and stay involved in architecture. Proven experience partnering with Product and Design teams through the full discovery, planning, and execution lifecycle. A genuine love for developing others and seeing engineers grow in their careers. Bonus points if: You have experience at a high-growth startup

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. The Opportunity Stepful is expanding into new allied healthcare programs, and Surgical Technology is one of our most strategic bets. We're building the enterprise infrastructure to deliver this program at scale — to health systems and employer partners who are counting on us to get it right. As Group Operations Manager, Surgical Services, you'll own the end-to-end operational success of our enterprise Surgical Tech program. That means building the playbooks our partners rely on, managing the relationships that make those programs work, and bringing together the internal teams — Customer Success, Solutions Architecture, Learning, Product & Engineering — who each have a role to play. This is a senior people manager role on a team where the work is genuinely hard and genuinely matters. What You'll Do Own the Surgical Tech enterprise program. You're responsible for how this program runs from the moment a health system signs to the moment their employees graduate and step into their roles. That includes onboarding, program delivery, partner reporting, and renewal readiness. Build enterprise playbooks. Design the operational blueprints that let us run this program consistently across multiple enterprise clients — onboarding workflows, escalation protocols, quality review frameworks, outcome reporting. These playbooks should work whether we have 3 partners or 30. Manage enterprise relationships. Serve as a senior point of contact for key enterprise partners. Understand their workforce goals, anticipate their concerns, and build the kind of trust that leads to expanded programs and long-term contracts. Align internal stakeholders. Customer Success owns the relationship. Solutions Architecture scopes the deal. Learning designs the curriculum. Product and Engineering build the tools. Your job is to make sure all of them are working toward the same outcomes for the client — and to resolve the friction when they're not. Lead and develop a team. Manage a team of operations managers and coordinators supporting the enterprise Surgical Tech program. Set clear expectations, develop your people, and build a team culture that can handle the complexity of enterprise delivery. What You'll Bring 7+ years of operations, program management, or consulting experience, with significant B2B or enterprise focus Demonstrated experience building playbooks or standardized operating procedures for complex, multi-stakeholder programs Strong external relationship management skills — you're comfortable in client-facing settings and can hold your own in a room with health system executives Track record of alig

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. The opportunity : We are seeking a strategic, results-oriented Director of Performance Marketing to lead and scale our acquisition engine across both our D2C and B2B channels. This is a high-impact leadership role for a growth expert who can bridge the gap between high-level strategy and tactical execution in a fast-paced, scaling startup environment. You will be responsible for the vision and performance of both organic and paid growth initiatives while managing a significant multi-million dollar budget and leading a high-performing team to hit ambitious goals. This hybrid opportunity is based out of our NYC office, reporting directly into our VP of Growth Marketing. What you’ll do : Strategic Leadership: Define and execute the overarching growth strategy for both direct-to-consumer (D2C) training programs and our B2B enterprise partnerships Team Management: Build, mentor, and lead a team of growth marketers, fostering a culture of data-driven experimentation and high performance Full-Funnel Ownership: Oversee end-to-end campaign strategy and optimization across Meta, TikTok, YouTube, search and emerging platforms Build and iterate on growth loops (referrals, virality, partnerships, content → paid flywheels) Funnel & Conversion Optimization: Own top of D2C funnel (traffic → signup → purchase) with consideration for down-funnel (enrollment → retention) Budget & ROI Accountability: Manage and optimize multi-million dollar monthly budgets while owning core growth metrics (CAC, LTV, payback, retention, CVR rates) Build dashboards and deeply analyze cohort performance and attribution and make data-driven budget allocation decisions to maximize ROI Innovation: Stay at the forefront of platform shifts and algorithm changes to maintain Stepful’s competitive edge in the market What you’ll bring : 8+ years of growth marketing experience, with at least 3+ years in a leadership/people management role Proven track record at a high-growth, scaling startup, successfully overseeing both D2C and B2B initiatives Deep hands-on expertise in scaling paid social and search, ideally managing budgets exceeding $2M+ per month. Experience building and leading teams, with a focus on professional development and performance management Strong analytical chops with the ability to translate complex data into actionable strategic insights Exceptional creative instincts and experience leading creative strategy to drive conversion Bonus points if : You’ve worked in EdTech, healthcare, or another mission-driven D2C industry Interview Process : Introductory call with Talent Acquisition team m

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. What you can expect to be working on: World Class Learning Experience: Develop and iterate on an advanced Learning Management System that generates outcomes! Focus on seamless UX, adaptive learning, peer-to-peer engagement, gamification and motivational mechanisms. Innovative Career Services: Empower graduates to find jobs and match our growing network of clinical partners. Apply generative AI to the job-seeking process, from resume generation to interview training. Empower the Internal Workforce: Design and maintain platforms for instructors, TAs, coaches, and operators to optimize student success. Leverage generative AI to maximize its impact on students' lives. Cutting Edge Content Management: Generate and maintain content at scale that adapts to evolving educational needs. Build the technology to create new curricula in a fraction of the time and iterate to maxixmize students' learning. Data Pipelines: Make data reliable and accessible to everyone at Stepful, and empower the business, learning, and operation teams at Stepful to make data-driven decisions. This job is for you if you have: 4+ years of full-stack engineering experience Eat, sleep and breathe at least one of part of our stack (React, Typescript, Ruby on Rails, PostgreSQL), you will learn the rest Relentlessly obsess over solving complex problems with cutting-edge technology and willing to learn something new every day Find excitement in joining an early-stage company and are not afraid of building something new Are strongly driven to make an impact in people's lives Have built something meaningful to you, before Can take ownership of the whole development lifecycle (this means you are comfortable operating full-stack) Bonus points if: You have previous experience in a direct-to-consumer startup, especially within EdTech/Healthcare Interview Process: Step 1: Intro Call with Talent Acquisition Step 2: Non-technical interview with Hiring Manager Step 3: Fullstack Live Coding (remote) Step 4: Onsite interview with both technical and non-technical assessment Compensation: New Hire Base Salary Bands: Engineer I - $127,000-$161,000 Engineer II - $142,000-$180,000 Senior I - $157,000-$198,000 Senior II - $172,000-$218,000 Staff I - $188,000-$238,000 Please note we do not have a bonus structure at this time so all cash compensation will come in the form of base salary. The total compensation package will also include our benefits package and an equity (ISOs) package. Compensation for this role will fall within the pay range listed and will be determined based on job-related factors including, but not limit

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $55M Series C led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. The Opportunity Stepful’s enterprise go-to-market motion is maturing rapidly, and we need a Product Marketing Manager who can bring rigor and clarity to how we position, launch, and enable sales around our growing portfolio of B2B products. This is a high-ownership, high-visibility role sitting at the intersection of product, sales, and marketing with direct impact on how clinical and workforce buyers understand and choose Stepful. You’ll develop a deep point of view on our buyers (CNOs, CHROs, workforce leaders, and CEOs) and translate that understanding into messaging, collateral, competitive positioning, and product-launch infrastructure that equip our sales team to win. This is a net-new role reporting to our VP of B2B Marketing. What You’ll Do Messaging & Positioning Develop a clear, research-backed point of view on the buying journey and key personas (CNOs, CHROs, Workforce leaders, CEOs) that guides messaging across every channel Audit existing messaging across the website, sales decks, one-pagers, and other collateral, and ship updated materials with cleaner, more impactful, and consistent positioning Own naming and positioning for B2B product features and components as our product suite expands Product Launches Partner with Product to build a tiered product launch process, including GTM motions for current products and upcoming launches Lead cross-functional launch coordination, ensuring Sales, Marketing, and Customer Success are enabled and aligned before every release Sales Enablement Build and maintain core sales enablement materials—battlecards, objection-handling guides, competitive positioning—that allow AEs to bring our positioning to market effectively Produce client case studies that demonstrate Stepful’s impact and give sales credible proof points for the field Thought Leadership & Competitive Intelligence Develop thought leadership that supports branding and demand generation goals Drive ongoing competitive intelligence research and keep our competitive positioning current as the market evolves What You’ll Bring 7+ years of experience in B2B product marketing, ideally at a growth-stage company A strong, well-developed point of view on what great product marketing looks like—and the ability to execute it Proven track record of owning messaging, positioning, and launch execution end-to-end Comfort working across product, sales, and marketing functions. You’re as comfortable in a sales enablement session as you are in a product roadmap review Strong analytical instincts: you use data to prioritize, validate hypotheses, and measure impact Exc

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. Engineering Manager The opportunity: As an Engineering Manager at Stepful, you’ll lead a team of Product Engineers building the end-to-end experiences that help our students succeed—from enrollment and program completion to landing their first healthcare job. This is a hands-on management role where you will stay close to the codebase (roughly 20% of your time) while shaping what we build and leading engineers to do the best work of their careers. What you’ll do: Team Leadership & Development: Product Delivery & Collaboration: Technical Excellence (Hands-on): What you’ll bring: 5+ years of direct experience managing software engineers. 6+ years of experience building software products, with a strong full-stack engineering background. A "builder" mentality—you are eager to go deep in code reviews, ask technical questions, and stay involved in architecture. Proven experience partnering with Product and Design teams through the full discovery, planning, and execution lifecycle. A genuine love for developing others and seeing engineers grow in their careers. Bonus points if: You have experience at a high-growth startup (B2C, B2B2C, EdTech, or HealthTech). You have a track record of improving engineering systems (CI/CD, developer experience, velocity). You have experience building and maintaining happy, high-performing engineering teams during periods of rapid scale. Benefits and Compensation: Subsidized Medical, Dental, and Vision insurance plan options 401(k) FSA, HSA and commuter benefits Open vacation policy, including: New Hire Base Salary Bands: Engineering Manager - $172,000-$218,000 Senior Manager - $188,000-$238,000 Please note we do not have a bonus structure at this time so all cash compensation will come in the form of base salary. The total compensation package will also include our benefits package and an equity (ISOs) package. Compensation for this role will fall within the pay range listed and will be determined based on job-related factors including, but not limited to, skills, experience, qualifications as well as interview evaluation. Ranges are market-dependent and may be modified in the future. Stepful is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex, marital status, ancestry, disability, genetic information, veteran status, gender identity or expression, sexual orientation, pregnancy, or other applicable legally protected characteristic.

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. The opportunity : As our Senior GTM Manager, you will own key special projects as we scale our Allied Health portfolio. You will become a subject-matter expert and experiment with solutions that can support profitable, 10x growth in active students. In this role, you will work cross-functionally with Learning, Product, Sales, Customer Success, and other Operations teams. You will be responsible for building a key pillar of Stepful’s growth story. This role reports to our SVP, Growth. What you’ll do : Program Performance & Execution Support Cross-Functional Coordination & Alignment Stakeholder Management & Communication What you’ll bring : You have 7+ years of experience, including in an operational role at a high-growth startup You are passionate about helping students change their lives through access to education You thrive in a fast-paced, ambiguous environment You are highly analytical, taking a structured approach to breaking down complex problems You have excellent communication skills that reflect in clear and concise writing and presenting You are an expert collaborator who is able to lead through influence and coordinate diverse stakeholders at various levels You are willing to do whatever it takes to get the job done successfully and maintain a high bar for execution You learn quickly through experimentation Bonus points if : You’ve worked in EdTech or HealthTech Interview Process : Introductory call with Talent Acquisition team member Interview with Hiring Manager Take-Home Assignment Virtual Panel Interview On-Site Panel Interview Benefits and Compensation : Meaningful Equity Stake Subsidized Medical, Dental, and Vision insurance plan options 401(k) FSA, HSA and commuter benefits Learning stipend Open vacation policy, including: The target base salary range for this opportunity is $165,000 - $190,000 , and is part of a competitive total rewards package including equity and benefits. Individual pay may vary from the target range and is determined by a number of factors including experience, internal pay equity and other relevant business considerations. Please note we do not have a bonus structure at this time so all cash compensation will come in the form of base salary. The total compensation package will also include our benefits package and an equity (ISOs) package. Stepful is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex, marital status, ancestry, disability, genetic information, veteran status, gender identity

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. The opportunity : We’re hiring a Senior Manager, Commercial Enablement to enthusiastically and confidently lead Stepful’s Enterprise revenue enablement work. This role will set our enablement strategy by understanding the unique needs of our Enterprise commercial teams, connecting needs and developments across the business, including Sales, Solution Architecture, and Client Success, and determine the enablement motions to support the teams. This person will come with an enablement perspective to design and deliver enablement programs and resources that accelerate pipeline growth, speed up our sales cycle, and foster collaboration and knowledge sharing across several distinct teams and functions. This role powers the GTM teams to be effective and successful in their roles. This hybrid role is based out of our lower Manhattan office (in-office T/W/Th) and reports into our Director of Revenue Operations. What you’ll do : Enablement Strategy and Execution: Knowledge Management: Training and Behavior Change: What you’ll bring : B2B-specific GTM enablement experience with a track record of taking initiative, owning the function, and fostering behavioral changes Skill in building and delivering enablement programs that improve performance and revenue outcomes Experience thriving in a startup environment and comfort navigating evolving processes and complex offerings Exceptional organization and strategic prioritization skills Strong communication and stakeholder management skills Data-driven mentality and decision-making with proficiency in Google Suite and Excel Ability to manage and analyze CRM data Knowledge of AI tools (inclusive of, but not limited to, LLMs) with a clear perspective on where they're headed and how to apply them in a GTM enablement context Required Excel skills: Create basic data validation (dropdowns) Create pivot tables and bar/line charts Use conditional formatting Use xlookup and/or vlookup, sum, average, if, count, countif, sum, and sumif formulas Bonus points for index + match usage Bonus points if : You have EdTech and/or healthcare experience You have worked in a B2B2C setting You have experience with and knowledge of learning best practices You worked within enablement across several GTM functions (i.e., both sales enablement and client success enablement) You have experience using Gong and HubSpot Interview Process : Introductory call with Talent Acquisition team member Interview with Hiring Manager Take-Home Assignment Virtual Panel Interview On-Site Panel Interview Benefits and Compensation : Meaningful E

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. The opportunity : We’re hiring a Senior Manager, GTM Enablement to build and scale Stepful’s GTM enablement function from the ground up. This role will serve as a key connector across Sales, Client Success, Solutions Architecture, Product, Marketing, and RevOps—ensuring our commercial teams have the knowledge, tools, training, and communication needed to operate effectively in a fast-moving environment. The ideal candidate is both strategic and hands-on, with experience creating scalable enablement programs, organizing knowledge and resources, driving adoption and behavior change, and building processes that improve team performance and accelerate revenue growth. This person will play a critical role in bringing structure, alignment, and operational efficiency to Stepful’s growing Enterprise organization. This hybrid role is based out of our lower Manhattan office (in-office T/W/Th) and reports into our Director of Revenue Operations. What you’ll do : Enablement Strategy and Execution: Knowledge Management: Training and Behavior Change: What you’ll bring : B2B-specific GTM enablement experience with a track record of taking initiative, owning the function, and fostering behavioral changes Skill in building and delivering enablement programs that improve performance and revenue outcomes Experience thriving in a startup environment and comfort navigating evolving processes and complex offerings Exceptional organization and strategic prioritization skills Strong communication and stakeholder management skills Data-driven mentality and decision-making with proficiency in Google Suite and Excel Ability to manage and analyze CRM data Knowledge of AI tools (inclusive of, but not limited to, LLMs) with a clear perspective on where they're headed and how to apply them in a GTM enablement context Required Excel skills: Create basic data validation (drop downs) Create PivotTables and bar/line charts Use conditional formatting Use XLOOKUP and/or VLOOKUP, SUM, AVERAGE, IF, COUNT, COUNTIF, and SUMIF formulas Bonus points for INDEX + MATCH usage Bonus points if : You have EdTech and/or healthcare experience You have worked in a B2B2C setting You have experience with and knowledge of learning best practices You worked within enablement across several GTM functions (i.e., both sales enablement and client success enablement) You have experience using Gong and HubSpot Interview Process : Introductory call with Talent Acquisition team member Interview with Hiring Manager Take-Home Assignment Virtual Panel Interview On-Site Panel Interview Benefits and

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. The opportunity : As our Senior Manager, Health Strategy & Operations you will own key special projects as we scale our Allied Health portfolio. You will become a subject-matter expert and experiment with solutions that can support profitable, 10x growth in active students. In this role, you will work cross-functionally with Learning, Product, Sales, Customer Success, and other Operations teams. You will be responsible for building a key pillar of Stepful’s growth story. This role reports to our SVP, Growth. What you’ll do : Program Performance & Execution Support Cross-Functional Coordination & Alignment Stakeholder Management & Communication What you’ll bring : You have 7+ years of experience, including in an operational role at a high-growth startup You are passionate about helping students change their lives through access to education You thrive in a fast-paced, ambiguous environment You are highly analytical, taking a structured approach to breaking down complex problems You have excellent communication skills that reflect in clear and concise writing and presenting You are an expert collaborator who is able to lead through influence and coordinate diverse stakeholders at various levels You are willing to do whatever it takes to get the job done successfully and maintain a high bar for execution You learn quickly through experimentation Bonus points if : You’ve worked in EdTech or HealthTech Interview Process : Introductory call with Talent Acquisition team member Interview with Hiring Manager Take-Home Assignment Virtual Panel Interview On-Site Panel Interview Benefits and Compensation : Meaningful Equity Stake Subsidized Medical, Dental, and Vision insurance plan options 401(k) FSA, HSA and commuter benefits Learning stipend Open vacation policy, including: The target base salary range for this opportunity is $165,000 - $190,000 , and is part of a competitive total rewards package including equity and benefits. Individual pay may vary from the target range and is determined by a number of factors including experience, internal pay equity and other relevant business considerations. Please note we do not have a bonus structure at this time so all cash compensation will come in the form of base salary. The total compensation package will also include our benefits package and an equity (ISOs) package. Stepful is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex, marital status, ancestry, disability, genetic information, veteran

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. The opportunity : As a Senior Operations Manager, you will design and own strategic initiatives to improve our student experience and oversee a growing team of student-experience professionals. You will build processes and systems to scale our operations 10x efficiently while achieving high student and partner company outcomes. This role reports directly into our Director, Operations. What you'll do : Drive strategic initiatives to improve a large portion of the student journey from learning to job placement What you'll bring : 5+ years of consulting or business operations experience in a direct-to-consumer startup, preferably in an edtech or healthcare environment Bonus points if : You have an MBA You’ve previously worked at a startup You have experience working in healthcare Interview Process : Step 1: Introductory call with Talent Acquisition team member Step 2: Hiring Manager interview Step 3: Take-home assignment Step 4: Virtual panel interview Step 5: On-site panel interview in NYC Benefits and Compensation : Meaningful Equity Stake Subsidized Medical, Dental, and Vision insurance plan options 401(k) FSA, HSA and commuter benefits Open vacation policy, including: The target base salary range for this opportunity is $140,000 - $165,000 , and is part of a competitive total rewards package including equity and benefits. Individual pay may vary from the target range and is determined by a number of factors including experience, internal pay equity and other relevant business considerations. Stepful is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex, marital status, ancestry, disability, genetic information, veteran status, gender identity or expression, sexual orientation, pregnancy, or other applicable legally protected characteristic.

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. The Opportunity Stepful for Business (S4B) is growing fast — new programs, new modalities, new enterprise partners. Every launch is an opportunity to get it right. Every gap in our operational infrastructure is a reason we might not. As Senior Operations Manager, B2B Enablement, you'll own the systems and processes that make enterprise program launches repeatable and scalable. You'll work across apprenticeship and upskill programs, partnering with Customer Success, Product, Learning, and Engineering to design the operational foundation that lets us bring on a new client — or a new program — without reinventing the wheel every time. You'll manage two direct reports and report into our Director, Operations. What You'll Do Own new program and client launch operations. Build and run the end-to-end launch process for first-time programs at new clients and new programs at existing clients — covering launch planning, QA, cross-functional coordination, and go-live readiness. Programs you'll work across include PC-Plus, 12-week Medical Assistant, Phlebotomy, and others as we expand. Design operational infrastructure for new modalities. When we launch a new delivery model — partner-led enrollment, employer-sponsored sign-up, SSO integration, IT QA processes — you build the operational backbone that makes it work. You think through the implications before go-live, not after. Build scalable S4B ops processes. Own ongoing process design for areas like preceptor operations, admissions workflows, sponsorship management, and ops efficiency. The goal is always the same: fewer manual steps, better outcomes, more capacity for the team. Lead and develop two direct reports. Set clear goals, coach consistently, and build a team that can handle complexity with minimal escalation. Work cross-functionally. You'll need to align Product on tooling needs, coordinate with Learning on program readiness, and loop in CS and Solutions Architecture on client-facing implications. You're comfortable in all those rooms and good at getting to a shared plan. What You'll Bring 3+ years of operations or consulting experience 2+ years of building B2B operations enablement within a start-up Demonstrated experience designing and documenting operational processes — playbooks, SOPs, workflows — that stick Strong project management instincts: you track the details, manage dependencies, and keep launches on schedule Experience working cross-functionally on technical or product-adjacent projects (familiarity with SSO, IT QA, or platform integrations is a plus) Ability to manage a team while staying close to the work y

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. The Opportunity Stepful is scaling fast — from 30,000 active monthly students today to 100,000+ — and how we get students from enrollment to employment is central to that growth. As Senior Operations Manager, Career Coaching, you'll own the end-to-end career and externship experience for D2C students at scale. You'll lead a team of coach managers and the coaches under them, building the systems, processes, and culture needed to deliver consistently excellent outcomes as our student base grows 3x and beyond. This role reports into our Director, Operations. What You'll Do Lead a growing team of coach managers responsible for frontline career coaching and job placement support — developing their skills, setting performance standards, and creating the conditions for them to do their best work. Build for scale, not just for today. Design and implement the operating infrastructure — playbooks, workflows, automation, quality frameworks — that lets a larger team deliver high-quality placement outcomes without a proportional increase in headcount. Drive placement outcomes. Own the metrics that matter: placement rates, time-to-placement, employer satisfaction, and student career outcomes. Identify where we're falling short and build action plans to close the gap. Experiment and iterate. Test new approaches to career coaching, externship matching, and employer engagement. Use data to evaluate what's working and move fast on the findings. Work cross-functionally. Partner with Product, Learning, and Engineering to surface insights from the coaching team and help shape the tools and features that support student career success.   What You'll Bring 3+ years of operations or consulting experience 2+ years in a D2C startup environment Experience managing managers, not just individual contributors Strong analytical skills and a track record of using data to improve outcomes at scale Ability to hold strategy and execution at the same time — you can set the direction and roll up your sleeves Comfort operating in a high-growth, fast-changing environment Bonus points if: You have an MBA You've previously built or scaled a coaching or placement operation You have experience in healthcare or workforce development Stepful is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex, marital status, ancestry, disability, genetic information, veteran status, gender identity or expression, sexual orientation, pregnancy, or other applicable legally protected characteristic.

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. What you can expect to be working on: World Class Learning Experience: Develop and iterate on an advanced Learning Management System that generates outcomes! Focus on seamless UX, adaptive learning, peer-to-peer engagement, gamification and motivational mechanisms. Innovative Career Services: Empower graduates to find jobs and match our growing network of clinical partners. Apply generative AI to the job-seeking process, from resume generation to interview training. Empower the Internal Workforce: Design and maintain platforms for instructors, TAs, coaches, and operators to optimize student success. Leverage generative AI to maximize its impact on students' lives. Cutting Edge Content Management: Generate and maintain content at scale that adapts to evolving educational needs. Build the technology to create new curricula in a fraction of the time and iterate to maximize students' learning. Data Pipelines: Make data reliable and accessible to everyone at Stepful, and empower the business, learning, and operation teams at Stepful to make data-driven decisions. This job is for you if you have: 6+ years of full-stack engineering experience Eat, sleep and breathe at least one of part of our stack (React, Typescript, Ruby on Rails, PostgreSQL), you will learn the rest Relentlessly obsess over solving complex problems with cutting-edge technology and willing to learn something new every day Find excitement in joining an early-stage company and are not afraid of building something new Are strongly driven to make an impact in people's lives Have built something meaningful to you, before Can take ownership of the whole development lifecycle (this means you are comfortable operating full-stack) Bonus points if: You have previous experience in a direct-to-consumer startup, especially within EdTech/Healthcare Interview Process: Step 1: Intro call with Talent Acquisition Step 2: Non-technical interview with Hiring Manager Step 3: Fullstack live coding (remote) Step 4: Onsite interview with both technical and non-technical stakeholders Compensation: New Hire Base Salary Bands: Engineer I - $127,000-$161,000 Engineer II - $142,000-$180,000 Senior I - $157,000-$198,000 Senior II - $172,000-$218,000 Staff I - $188,000-$238,000 Please note we do not have a bonus structure at this time so all cash compensation will come in the form of base salary. The total compensation package will also include our benefits package and an equity (ISOs) package. Compensation for this role will fall within the pay range listed and will be determined based on job-related factors including, but not limi

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. What you can expect to be working on: World Class Learning Experience: Develop and iterate on an advanced Learning Management System that generates outcomes! Focus on seamless UX, adaptive learning, peer-to-peer engagement, gamification and motivational mechanisms. Innovative Career Services: Empower graduates to find jobs and match our growing network of clinical partners. Apply generative AI to the job-seeking process, from resume generation to interview training. Empower the Internal Workforce: Design and maintain platforms for instructors, TAs, coaches, and operators to optimize student success. Leverage generative AI to maximize its impact on students' lives. Cutting Edge Content Management: Generate and maintain content at scale that adapts to evolving educational needs. Build the technology to create new curricula in a fraction of the time and iterate to maximize students' learning. Data Pipelines: Make data reliable and accessible to everyone at Stepful, and empower the business, learning, and operation teams at Stepful to make data-driven decisions. This job is for you if you have: 8+ years of full-stack engineering experience. Can take ownership of the whole development lifecycle (this means you are comfortable operating full-stack) <u>Must be familiar with React+Typescript on the frontend.</u> Familiarity with any of the following languages for the backend: Python, Node.js, Ruby on Rails Relentlessly obsess over solving complex problems with cutting-edge technology and willing to learn something new every day Find excitement in joining an early-stage company and are not afraid of building something new Bonus points if: You have previous experience in a direct-to-consumer startup, especially within EdTech/Healthcare Interview Process: Interview with a Recruiter (30 min) Technical Round (2.45 hrs): Onsite (1.5 hrs) Compensation: Senior II - $172,000-$228,000 Compensation for this role will fall within the pay range listed and will be determined based on job-related factors including, but not limited to, skills, experience, qualifications as well as interview evaluation. Ranges are market-dependent and may be modified in the future. Please note we do not have a bonus structure at this time so all cash compensation will come in the form of base salary. The total compensation package will also include our benefits package and an equity (ISOs) package. Benefits : Meaningful Equity Stake Subsidized Medical, Dental, and Vision insurance plan options 401(k) FSA, HSA and commuter benefits Open vacation policy, including: Stepful is proud to be an equa

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. What you can expect to be working on: World Class Learning Experience: Develop and iterate on an advanced Learning Management System that generates outcomes! Focus on seamless UX, adaptive learning, peer-to-peer engagement, gamification and motivational mechanisms. Innovative Career Services: Empower graduates to find jobs and match our growing network of clinical partners. Apply generative AI to the job-seeking process, from resume generation to interview training. Empower the Internal Workforce: Design and maintain platforms for instructors, TAs, coaches, and operators to optimize student success. Leverage generative AI to maximize its impact on students' lives. Cutting Edge Content Management: Generate and maintain content at scale that adapts to evolving educational needs. Build the technology to create new curricula in a fraction of the time and iterate to maximize students' learning. Data Pipelines: Make data reliable and accessible to everyone at Stepful, and empower the business, learning, and operation teams at Stepful to make data-driven decisions. This job is for you if you have: 6+ years of full-stack engineering experience Eat, sleep and breathe at least one of part of our stack (React, Typescript, Ruby on Rails, PostgreSQL), you will learn the rest Relentlessly obsess over solving complex problems with cutting-edge technology and willing to learn something new every day Find excitement in joining an early-stage company and are not afraid of building something new Are strongly driven to make an impact in people's lives Have built something meaningful to you, before Can take ownership of the whole development lifecycle (this means you are comfortable operating full-stack) Bonus points if: You have previous experience in a direct-to-consumer startup, especially within EdTech/Healthcare Interview Process: Step 1: Intro call with Talent Acquisition Step 2: Non-technical interview with Hiring Manager Step 3: Fullstack live coding (remote) Step 4: Onsite interview with both technical and non-technical stakeholders Compensation: New Hire Base Salary Bands: Engineer I - $127,000-$161,000 Engineer II - $142,000-$180,000 Senior I - $157,000-$198,000 Senior II - $172,000-$218,000 Staff I - $188,000-$238,000 Please note we do not have a bonus structure at this time so all cash compensation will come in the form of base salary. The total compensation package will also include our benefits package and an equity (ISOs) package. Compensation for this role will fall within the pay range listed and will be determined based on job-related factors including, but not limi

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. What you can expect to be working on: World Class Learning Experience: Develop and iterate on an advanced Learning Management System that generates outcomes! Focus on seamless UX, adaptive learning, peer-to-peer engagement, gamification and motivational mechanisms. Innovative Career Services: Empower graduates to find jobs and match our growing network of clinical partners. Apply generative AI to the job-seeking process, from resume generation to interview training. Empower the Internal Workforce: Design and maintain platforms for instructors, TAs, coaches, and operators to optimize student success. Leverage generative AI to maximize its impact on students' lives. Cutting Edge Content Management: Generate and maintain content at scale that adapts to evolving educational needs. Build the technology to create new curricula in a fraction of the time and iterate to maximize students' learning. Data Pipelines: Make data reliable and accessible to everyone at Stepful, and empower the business, learning, and operation teams at Stepful to make data-driven decisions. This job is for you if you have: 5+ years of full-stack engineering experience. Can take ownership of the whole development lifecycle (this means you are comfortable operating full-stack) <u>Must be familiar with React+Typescript on the frontend.</u> Familiarity with any of the following languages for the backend: Python, Node.js, Ruby on Rails Relentlessly obsess over solving complex problems with cutting-edge technology and willing to learn something new every day Find excitement in joining an early-stage company and are not afraid of building something new Bonus points if: You have previous experience in a direct-to-consumer startup, especially within EdTech/Healthcare Interview Process: Interview with a Recruiter (30 min) Technical Round (2.45 hrs): Onsite (1.5 hrs) Compensation: Senior 1 - $157,000-$208,000 Compensation for this role will fall within the pay range listed and will be determined based on job-related factors including, but not limited to, skills, experience, qualifications as well as interview evaluation. Ranges are market-dependent and may be modified in the future. Please note we do not have a bonus structure at this time so all cash compensation will come in the form of base salary. The total compensation package will also include our benefits package and an equity (ISOs) package. Benefits : Meaningful Equity Stake Subsidized Medical, Dental, and Vision insurance plan options 401(k) FSA, HSA and commuter benefits Open vacation policy, including: Stepful is proud to be an equal

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. What you can expect to be working on: World Class Learning Experience: Develop and iterate on an advanced Learning Management System that generates outcomes! Focus on seamless UX, adaptive learning, peer-to-peer engagement, gamification and motivational mechanisms. Innovative Career Services: Empower graduates to find jobs and match our growing network of clinical partners. Apply generative AI to the job-seeking process, from resume generation to interview training. Empower the Internal Workforce: Design and maintain platforms for instructors, TAs, coaches, and operators to optimize student success. Leverage generative AI to maximize its impact on students' lives. Cutting Edge Content Management: Generate and maintain content at scale that adapts to evolving educational needs. Build the technology to create new curricula in a fraction of the time and iterate to maximize students' learning. Data Pipelines: Make data reliable and accessible to everyone at Stepful, and empower the business, learning, and operation teams at Stepful to make data-driven decisions. This job is for you if you have: 8+ years of full-stack engineering experience. Can take ownership of the whole development lifecycle (this means you are comfortable operating full-stack) <u>Must be familiar with React+Typescript on the frontend.</u> Familiarity with any of the following languages for the backend: Python, Node.js, Ruby on Rails Relentlessly obsess over solving complex problems with cutting-edge technology and willing to learn something new every day Find excitement in joining an early-stage company and are not afraid of building something new Bonus points if: You have previous experience in a direct-to-consumer startup, especially within EdTech/Healthcare Interview Process: Interview with a Recruiter (30 min) Technical Round (2.45 hrs): Onsite (1.5 hrs) Compensation: Senior II - $172,000-$228,000 Compensation for this role will fall within the pay range listed and will be determined based on job-related factors including, but not limited to, skills, experience, qualifications as well as interview evaluation. Ranges are market-dependent and may be modified in the future. Please note we do not have a bonus structure at this time so all cash compensation will come in the form of base salary. The total compensation package will also include our benefits package and an equity (ISOs) package. Benefits : Meaningful Equity Stake Subsidized Medical, Dental, and Vision insurance plan options 401(k) FSA, HSA and commuter benefits Open vacation policy, including: Stepful is proud to be an equa

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. What you can expect to be working on: World Class Learning Experience: Develop and iterate on an advanced Learning Management System that generates outcomes! Focus on seamless UX, adaptive learning, peer-to-peer engagement, gamification and motivational mechanisms. Innovative Career Services: Empower graduates to find jobs and match our growing network of clinical partners. Apply generative AI to the job-seeking process, from resume generation to interview training. Empower the Internal Workforce: Design and maintain platforms for instructors, TAs, coaches, and operators to optimize student success. Leverage generative AI to maximize its impact on students' lives. Cutting Edge Content Management: Generate and maintain content at scale that adapts to evolving educational needs. Build the technology to create new curricula in a fraction of the time and iterate to maximize students' learning. Data Pipelines: Make data reliable and accessible to everyone at Stepful, and empower the business, learning, and operation teams at Stepful to make data-driven decisions. This job is for you if you have: 10+ years of full-stack engineering experience Eat, sleep and breathe at least one of part of our stack (React, Typescript, Ruby on Rails, PostgreSQL), you will learn the rest Relentlessly obsess over solving complex problems with cutting-edge technology and willing to learn something new every day Find excitement in joining an early-stage company and are not afraid of building something new Are strongly driven to make an impact in people's lives Have built something meaningful to you, before Can take ownership of the whole development lifecycle (this means you are comfortable operating full-stack) Bonus points if: You have previous experience in a direct-to-consumer startup, especially within EdTech/Healthcare Interview Process: Step 1: Intro call with Talent Acquisition Step 2: Non-technical interview with Hiring Manager Step 3: Fullstack live coding (remote) Step 4: Onsite interview with both technical and non-technical stakeholders Compensation: New Hire Base Salary Bands: Staff I - $188,000-$238,000 Please note we do not have a bonus structure at this time so all cash compensation will come in the form of base salary. The total compensation package will also include our benefits package and an equity (ISOs) package. Compensation for this role will fall within the pay range listed and will be determined based on job-related factors including, but not limited to, skills, experience, qualifications as well as interview evaluation. Ranges are market-dependent and may be modifi

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. What you can expect to be working on: World Class Learning Experience: Develop and iterate on an advanced Learning Management System that generates outcomes! Focus on seamless UX, adaptive learning, peer-to-peer engagement, gamification and motivational mechanisms. Innovative Career Services: Empower graduates to find jobs and match our growing network of clinical partners. Apply generative AI to the job-seeking process, from resume generation to interview training. Empower the Internal Workforce: Design and maintain platforms for instructors, TAs, coaches, and operators to optimize student success. Leverage generative AI to maximize its impact on students' lives. Cutting Edge Content Management: Generate and maintain content at scale that adapts to evolving educational needs. Build the technology to create new curricula in a fraction of the time and iterate to maximize students' learning. Data Pipelines: Make data reliable and accessible to everyone at Stepful, and empower the business, learning, and operation teams at Stepful to make data-driven decisions. This job is for you if you have: 10+ years of full-stack engineering experience Eat, sleep and breathe at least one of part of our stack (React, Typescript, Ruby on Rails, PostgreSQL), you will learn the rest Relentlessly obsess over solving complex problems with cutting-edge technology and willing to learn something new every day Find excitement in joining an early-stage company and are not afraid of building something new Are strongly driven to make an impact in people's lives Have built something meaningful to you, before Can take ownership of the whole development lifecycle (this means you are comfortable operating full-stack) Bonus points if: You have previous experience in a direct-to-consumer startup, especially within EdTech/Healthcare Interview Process: Step 1: Intro call with Talent Acquisition Step 2: Non-technical interview with Hiring Manager Step 3: Fullstack live coding (remote) Step 4: Onsite interview with both technical and non-technical stakeholders Compensation: New Hire Base Salary Bands: Staff I - $188,000-$238,000 Please note we do not have a bonus structure at this time so all cash compensation will come in the form of base salary. The total compensation package will also include our benefits package and an equity (ISOs) package. Compensation for this role will fall within the pay range listed and will be determined based on job-related factors including, but not limited to, skills, experience, qualifications as well as interview evaluation. Ranges are market-dependent and may be modifi

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. What you can expect to be working on: World Class Learning Experience: Develop and iterate on an advanced Learning Management System that generates outcomes! Focus on seamless UX, adaptive learning, peer-to-peer engagement, gamification and motivational mechanisms. Innovative Career Services: Empower graduates to find jobs and match our growing network of clinical partners. Apply generative AI to the job-seeking process, from resume generation to interview training. Empower the Internal Workforce: Design and maintain platforms for instructors, TAs, coaches, and operators to optimize student success. Leverage generative AI to maximize its impact on students' lives. Cutting Edge Content Management: Generate and maintain content at scale that adapts to evolving educational needs. Build the technology to create new curricula in a fraction of the time and iterate to maximize students' learning. Data Pipelines: Make data reliable and accessible to everyone at Stepful, and empower the business, learning, and operation teams at Stepful to make data-driven decisions. This job is for you if you have: 10+ years of full-stack engineering experience. Can take ownership of the whole development lifecycle (this means you are comfortable operating full-stack) <u>Must be familiar with React+Typescript on the frontend.</u> Familiarity with any of the following languages for the backend: Python, Node.js, Ruby on Rails Relentlessly obsess over solving complex problems with cutting-edge technology and willing to learn something new every day Find excitement in joining an early-stage company and are not afraid of building something new Bonus points if: You have previous experience in a direct-to-consumer startup, especially within EdTech/Healthcare Interview Process: Interview with a Recruiter (30 min) Technical Round (2.45 hrs): Onsite (1.5 hrs) Compensation: Staff 1 - $188,000-$248,000 Compensation for this role will fall within the pay range listed and will be determined based on job-related factors including, but not limited to, skills, experience, qualifications as well as interview evaluation. Ranges are market-dependent and may be modified in the future. Please note we do not have a bonus structure at this time so all cash compensation will come in the form of base salary. The total compensation package will also include our benefits package and an equity (ISOs) package. Benefits : Meaningful Equity Stake Subsidized Medical, Dental, and Vision insurance plan options 401(k) FSA, HSA and commuter benefits Open vacation policy, including: Stepful is proud to be an equal

About Stepful : Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with <u>a recent $31.5M Series B led by Oak HC/FT</u>. <u>We were named the #1 EdTech company in the U.S. by TIME for 2025</u>. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most Our values : We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values: Care first : We do whatever it takes for our students to succeed. Learn quickly : We test, learn with data, and iterate. Build together : We win when we rely on each other. Own it : We show up, take initiative, and show pride. The opportunity : As VP of B2B Marketing you will define and lead Stepful’s B2B marketing strategy, setting the direction for how we scale from product-market fit with our pilot partners to the category-defining talent-pipeline solution for the US healthcare industry. This role owns our employer-facing positioning, our promotional strategy across content, events, and more, and how we’ll translate our products, services, and insights into demand-generating programs that drive revenue. This is a hands-on, build-phase role for a senior marketer who enjoys setting strategy and is even more excited to execute. Additionally, you will have an opportunity to build a small team for support. This role reports into our SVP, Growth. What you’ll do : Functional Leadership Own the B2B marketing strategy, roadmap, and success metrics, with clear alignment to company-level commercial goals Make explicit prioritization and tradeoffs across initiatives, audiences, and channels, focusing resources on the highest-impact opportunities Act as a senior cross-functional partner to Sales, Product, Learning, Solutions Architecture, and Client Success, leveraging market insights to align stakeholders and priorities. Positioning, Messaging, & Product Marketing Define and own Stepful’s B2B positioning, messaging frameworks, value propositions, and competitive differentiation Lead market and competitive research to surface insights that shape positioning, GTM roadmap, and sales enablement Develop and maintain core product marketing assets and frameworks (e.g., pitch narrative, ICPs and personas, competitive battlecards, objection handling) that equip sellers to clearly and confidently tell the Stepful story Lead launches for new products, programs, and features; own end-to-end rollout including targeting, positioning, and sales collateral in close partnership with Product, Learning, and Solution Architecture teams. Demand Generation Lead B2B demand generation strategy, including account-based marketing, content-driven campaigns across channels, and events Position Stepful as a thought leader through compelling content marketing that builds trust in a risk-averse market What you’ll bring : 10+ years of experience in B2B marketing, with a proven track record in product marketing and demand generation, with at least several years experience marketing to large healthcare employers Demonstrated delivery against ambitious goals including setting strategy, owning execution it – making decisions and tradeoff Excellent storytelling instincts with the ability to craft strong narratives, impactful positi