Readily

About Readily 30% of U.S. healthcare cost is administration. We’re fixing that. Readily is building the compliance layer for every healthcare company. Billion-dollar insurers and health plans turn to Readily to analyze regulations, conduct audits, and automate compliance research with AI. We’re the fastest-growing company in this space - tripling revenue QoQ. And we’re just getting started. There’s an old Yorkshire saying: “Where there’s muck, there’s brass.” Healthcare compliance is messy. But in that mess lies an enormous opportunity. If you’re hungry to take ownership and build systems that matter, this is it. 🎉 Why work with us We believe great teams do their best work when they feel supported, valued, and set up for success. Support for success - We provide the tools, resources, and hands-on support you need to be productive and excel in your role. Collaborative environment - Work alongside a team that values innovation, accountability, and continuous improvement. Free lunch - Enjoy complimentary meals to make your day easier and more enjoyable. Medical benefits - Comprehensive medical coverage to support your health and well-being. About The Role Reports to: Head of Customer Success We’re looking for a hands-on, data-driven Customer Success Manager to own post-sale success for enterprise customers in a regulated healthcare environment. This role is focused on onboarding, implementation, adoption, retention, renewal, and expansion, with a strong emphasis on driving customer outcomes and partnering closely with Product, Engineering, and Sales. You’re comfortable operating in ambiguity, biased toward action, and willing to roll up your sleeves to solve hard problems alongside customers and internal teams to translate customer needs into product improvements. 💌 What you’ll do Own end-to-end onboarding and implementation process, ensuring every new customer achieves rapid time-to-value and drives early, sustained product usage. Drive sustained account engagement through proactive check-ins, strategic business reviews, and customized product training sessions that maximize customer value and adoption. Track and manage customer health through key metrics, such as usage and satisfaction—proactively mitigating risks and resolving blockers to drive successful outcomes. Serve as the trusted voice of the customer, creating a success plan, translating feedback and insights into clear, actionable product and process recommendations in partnership with Product and Engineering. Own and maintain comprehensive, up-to-date customer insights, including goals, context, and status—so internal teams can align and execute with clarity and precision. 🔔 Qualifications 2+ years of experience in customer success or account management. Experience in healthcare compliance. Experience in healthcare technology or SaaS. Familiarity with compliance frameworks and risk management processes. Experience creating structured onboarding and lifecycle playbooks. ⚡️Skills & Competencies Strong relationship-building and communication skills. Excellent problem-solving and critical-thinking skills. Comfortable working with data, dashboards, and performance metrics. Ability to manage multiple accounts and priorities simultaneously.

About Readily 30% of U.S. healthcare cost is administration. We’re fixing that. Readily is building the compliance layer for every healthcare company. Billion-dollar insurers and health plans turn to Readily to analyze regulations, conduct audits, and automate compliance research with AI. We’re the fastest-growing company in this space - tripling revenue QoQ. And we’re just getting started. There’s an old Yorkshire saying: “Where there’s muck, there’s brass.” Healthcare compliance is messy. But in that mess lies an enormous opportunity. If you’re hungry to take ownership and build systems that matter, this is it. About the Role We’re hiring a Forward-Deployed Engineer to join our founding team in building the future of healthcare compliance AI. You’ll be the technical bridge between our core engineering team and our customers - owning projects end-to-end and transforming billion-dollar health plans from PDF/Excel to production AI agents that makes an immediate impact. You’ll work directly with the customers, owning their AI transformation end-to-end. You’ll sit with executives and operators at billion-dollar healthcare organization strategizing and leading implementation You’ll have founder-level ownership, shaping core products, prototyping new AI-driven features, and sitting in on customer calls to see your work make an immediate impact. Own the customer and the product - not just code. 10× impact vs big tech What You’ll Do Own and ship full-stack product features (React, Node/Python, Postgres). Lead implementations: integrations, data pipelines, onboarding, training. Troubleshoot live issues, harden reliability/security, and iterate fast from customer feedback. Translate customer problems into clear specs; feed insights into the roadmap. Own outcomes: prototype → launch → measure impact with tight loops across Product, Eng, and GTM. What We’re Looking For Strong across frontend + backend: React, Node.js/Python, Postgres. Hunger: High agency, a willingness to learn, and a drive to do whatever it takes Customer-obsessed: unsolved user issues keep you awake at night. Intellectually humble: low ego, high curiosity, collaborative. Biased toward action: You act, you don't wait Why Join Readily True founding-team ownership. Career-defining experience: ship products that rewrite how the industry works. Front-row to closing deals with billion-dollar enterprises Hyper-growth environment (3× QoQ — you’ll feel it). A real chance to fix healthcare’s most expensive problem with AI. Weekly pickleball 🏓 + a team that loves to win together. 📩 If you want true ownership and fix healthcare from its roots - we’d love to talk.

About Readily 30% of U.S. healthcare cost is administration. We’re fixing that. Readily is building the compliance layer for the healthcare industry. Billion-dollar healthcare organizations turn to Readily to analyze regulations, conduct audits, and automate compliance readiness with AI. We’re the fastest-growing company in this space - 10x revenue YoY. And we’re just getting started. There’s an old Yorkshire saying: “Where there’s muck, there’s brass.” Healthcare compliance is messy. But in that mess lies an enormous opportunity. If you’re hungry to take ownership and build systems that matter, this is it. About the Role We're hiring a Founding Account Executive to build Readily's sales engine from the ground up. You'll work directly with the founders, owning the full sales cycle - from prospecting compliance leaders at health plans and hospitals to closing six-figure contracts. You'll have founder-level ownership, shaping how we sell, who we sell to, and what the playbook looks like for every rep who comes after you. Sit in on product calls. Fly to HCCA. Watch a CCO's face when they see what we built. 10× impact vs big tech sales. No SDR team. No inbound safety net. No playbook handed to you - you'll write it. What You’ll Do Own the full sales cycle: prospecting → discovery → demo → negotiation → close. Build pipeline from scratch - outbound, conferences, founder intros, whatever works. Sell to compliance officers, VPs of Compliance, and CCOs at Medicare Advantage plans, Medicaid managed care organizations, and hospitals. Navigate complex, multi-stakeholder deals across compliance, legal, IT, and executive teams. Be the voice of the customer - feed product insights back to eng and shape what we build next. Develop the sales playbook, messaging, and processes that scale beyond you. Represent Readily at leading leading conferences and events. What We’re Looking For 3-5+ years closing B2B SaaS deals, full-cycle. You've carried a quota and hit it. Hunger: High agency, a willingness to learn, and a drive to do whatever it takes. Consultative seller: You educate buyers, not just pitch them. Complex, multi-stakeholder sales cycles don't scare you. Customer-obsessed: You dig into the buyer's world. Unsolved customer problems keep you awake at night. Intellectually humble: Low ego, high curiosity, collaborative. Biased toward action: You act, you don't wait. Strongly Preferred Experience selling to healthcare organizations, health plans, hospitals, or buyers in regulated industries (compliance, GovTech, financial services, insurance). Familiarity with the healthcare regulatory landscape - CMS, OIG, HIPAA, risk adjustment, audit readiness. Existing relationships with compliance leaders at health plans or hospital systems. Nice to Have Specific knowledge of Medicare, Medicaid managed care, or FDR compliance. Certifications like CHC or HCISPP. Experience with MEDDIC, Challenger, or SPICED sales methodologies. Compensation Base: $100K - $175K OTE: $120K - $150K (uncapped commissions) Equity: 0.20% - 1% (4-year vest, 1-year cliff) Why Join Readily True founding-team ownership. Career-defining experience: ship products that rewrite how the industry works. Front-row to closing deals with billion-dollar enterprises Hyper-growth environment (10× YoY - you’ll feel it). A real chance to fix healthcare’s most expensive problem with AI. Weekly pickleball 🏓 + a team that loves to win together. 📩 If you want true ownership and fix healthcare from its roots - we’d love to talk.

About Readily 30% of U.S. healthcare cost is administration. We’re fixing that. Readily is building the compliance layer for the healthcare industry. Billion-dollar healthcare organizations turn to Readily to analyze regulations, conduct audits, and automate compliance readiness with AI. We’re the fastest-growing company in this space - 10x revenue YoY. And we’re just getting started. There’s an old Yorkshire saying: “Where there’s muck, there’s brass.” Healthcare compliance is messy. But in that mess lies an enormous opportunity. If you’re hungry to take ownership and build systems that matter, this is it. About the Role We’re hiring a Design Engineer to join our founding team in building the future of healthcare compliance AI. You’ll work directly with the founders, owning entire product surface our customers touch - from design concept to shipped code. You'll have founding-team-level ownership over design direction, the design system, and the frontend experience. Own the customer and the product - not just Figma mock-ups. 10× impact vs big tech What You’ll Do Design and ship product features end-to-end (Figma → React/TypeScript → production). Translate messy compliance workflows - audit prep, universe scrubbing, regulatory tracking - into elegant product experiences. Build and maintain the design system: components, patterns, interaction standards that scale. Partner directly with customers - sit in on calls, understand their pain, design from that understanding. Own brand and visual identity across product, marketing site, and customer-facing materials. Make smart tradeoffs between polish, speed, and shipping. What We’re Looking For Strong across design + frontend code: Figma, React, TypeScript, CSS/Tailwind. Portfolio that shows both - design thinking and what actually shipped to production. Hunger: High agency, a willingness to learn, and a drive to do whatever it takes. Customer-obsessed: Confusing UX keeps you awake at night. Comfortable with complexity: You've designed for data-heavy B2B workflows, multi-step processes, or enterprise users - not just consumer apps. Intellectually humble: Low ego, high curiosity, collaborative. Biased toward action: You ship, you don't wait for a spec. Why Join Readily First design engineer hire. You define the design culture, system, and visual language. Career-defining experience: set the bar for an entire product category that hasn't been designed well. Ever. Hyper-growth environment (10× YoY - you’ll feel it). A real chance to fix healthcare’s most expensive problem with AI. Weekly pickleball 🏓 + a team that loves to win together. 📩 If you want true ownership and fix healthcare from its roots - we’d love to talk.

About Readily 30% of U.S. healthcare cost is administration. We’re fixing that. Readily is building the compliance layer for every healthcare company. Billion-dollar insurers and health plans turn to Readily to analyze regulations, conduct audits, and automate compliance research with AI. We’re the fastest-growing company in this space - 10x revenue YoY. And we’re just getting started. There’s an old Yorkshire saying: “Where there’s muck, there’s brass.” Healthcare compliance is messy. But in that mess lies an enormous opportunity. If you’re hungry to take ownership and build systems that matter, this is it. About the Role We’re hiring a Full-Stack Engineer to join our founding team in building the future of healthcare compliance AI. You’ll work directly with the founders, owning projects end-to-end - from customer discovery to product launch. You’ll have founder-level ownership, shaping core products, prototyping new AI-driven features, and sitting in on customer calls to see your work make an immediate impact. Own the customer and the product - not just code. 10× impact vs big tech What You’ll Do Own and ship full-stack product features (React, Node/Python, Postgres). Translate messy customer problems into elegant product experiences. Work across the stack: from front-end flows → backend APIs → AI model integrations. Partner directly with customers - discovery, iteration, launch, and support. Make smart tradeoffs between speed, scope, and stability. What We’re Looking For Strong across frontend + backend: React, Node.js/Python, Postgres. Hunger: High agency, a willingness to learn, and a drive to do whatever it takes Customer-obsessed: unsolved user issues keep you awake at night. Intellectually humble: low ego, high curiosity, collaborative. Biased toward action: You act, you don't wait Why Join Readily True founding-team ownership. Career-defining experience: ship products that rewrite how the industry works. Front-row to closing deals with billion-dollar enterprises Hyper-growth environment (10× YoY - you’ll feel it). A real chance to fix healthcare’s most expensive problem with AI. Weekly pickleball 🏓 + a team that loves to win together. 📩 If you want true ownership and fix healthcare from its roots - we’d love to talk.

About Readily 30% of U.S. healthcare cost is administration. We’re fixing that. Readily is building the compliance layer for every healthcare company. Billion-dollar insurers and health plans turn to Readily to analyze regulations, conduct audits, and automate compliance research with AI. We’re the fastest-growing company in this space - tripling revenue QoQ. And we’re just getting started. There’s an old Yorkshire saying: “Where there’s muck, there’s brass.” Healthcare compliance is messy. But in that mess lies an enormous opportunity. If you’re hungry to take ownership and build systems that matter, this is it. About the Role We’re hiring a Full-Stack Engineering Intern to join our founding team in building the future of healthcare compliance AI. You’ll work directly with the founders, owning projects end-to-end - from whiteboard to customer launch. You’ll have founder-level ownership, shaping core products, prototyping new AI-driven features, and sitting in on customer calls to see your work make an immediate impact. As an Intern you have the capability to make 10x impact compared to 99% of big tech opportunities What You’ll Do Own and ship full-stack product features (React, Node/Python, Postgres). Translate messy customer problems into elegant product experiences. Work across the stack: from front-end flows → backend APIs → AI model integrations. Partner directly with customers — discovery, iteration, launch, and support. Make smart tradeoffs between speed, scope, and stability. What We’re Looking For Strong across frontend + backend: React, Node.js/Python, Postgres. Hunger: High agency, a willingness to learn, and a drive to do whatever it takes Customer-obsessed: unsolved user issues keep you awake at night. Intellectually humble: low ego, high curiosity, collaborative. Biased toward action: You act, you don't wait Why Join Readily Direct mentorship from YC-backed founders. True founding-team ownership,  even as an intern Career-defining experience: work that actually ships to billion-dollar customers. Hyper-growth environment (3× QoQ — you’ll feel it). A real chance to fix healthcare’s most expensive problem with AI. Weekly pickleball 🏓 + a team that loves to win together. 📩 If you want an internship where you’ll learn fast, ship real, and own big problems - we’d love to talk.

About Readily 30% of U.S. healthcare cost is administration. We’re fixing that. Readily is building the compliance layer for the healthcare industry. Billion-dollar healthcare organizations turn to Readily to analyze regulations, conduct audits, and automate compliance readiness with AI. We’re the fastest-growing company in this space - 10x revenue YoY. And we’re just getting started. There’s an old Yorkshire saying: “Where there’s muck, there’s brass.” Healthcare compliance is messy. But in that mess lies an enormous opportunity. If you’re hungry to take ownership and build systems that matter, this is it. About the Role We’re hiring a Full-Stack Engineer to join our founding team in building the future of healthcare compliance AI. You’ll work directly with the founders, owning projects end-to-end - from customer discovery to product launch. You’ll have founder-level ownership, shaping core products, prototyping new AI-driven features, and sitting in on customer calls to see your work make an immediate impact. Own the customer and the product - not just code. 10× impact vs big tech What You’ll Do Own and ship full-stack product features (React, Node/Python, Postgres). Translate messy customer problems into elegant product experiences. Work across the stack: from front-end flows → backend APIs → AI model integrations. Partner directly with customers - discovery, iteration, launch, and support. Make smart tradeoffs between speed, scope, and stability. What We’re Looking For Strong across frontend + backend: React, Node.js/Python, Postgres. Hunger: High agency, a willingness to learn, and a drive to do whatever it takes Customer-obsessed: Unsolved user issues keep you awake at night. Intellectually humble: Low ego, high curiosity, collaborative. Biased toward action: You act, you don't wait Why Join Readily True founding-team ownership. Career-defining experience: ship products that rewrite how the industry works. Front-row to closing deals with billion-dollar enterprises Hyper-growth environment (10× YoY - you’ll feel it). A real chance to fix healthcare’s most expensive problem with AI. Weekly pickleball 🏓 + a team that loves to win together. 📩 If you want true ownership and fix healthcare from its roots - we’d love to talk.