PocketSuite

PocketSuite is a YC-backed mobile platform for service professionals, independent businesses, freelancers, contractors, gigsters, part-time, and other non-traditional workers - helping them message, schedule and collect payment from their clients. PocketSuite empowers the U.S. market of 57 million freelancers, generating $1.2 trillion in sales with online platforms for running their business. Over 4 million appointments booked, $184M in payments processed, 18 million messages sent for businesses running on PocketSuite today. We are the stickiest SMB platform in the market. Once businesses onboard, they never look back. Who are we looking for? A passionate team member obsessed with driving small business success, fintech, smart growth and cool tech apps. Who we are? Engineers and product obsessed - we loathe over-engineering, we cringe anytime a customer reports a bug and we release new versions every week. We love our customers - solving their problems and helping them grow and succeed in a rapidly changing world. Oh yeah we also love their 5 star reviews. We love disrupting the status quo - desktop solutions are so last year and we believe everyone globally in the industries we're going after will be using a mobile app as their primary business tool by 2025. We don't just think of this as a job. In our spare time, this is what we do and who we are. Our obsession with small business, fintech, smart growth, and cool apps is a 24/7 thing. We believe only two things matter as we build out our business: building a great product and delivering awesome customer service. What will you be doing? We’re looking for someone who knows what it takes to hustle in a start-up company and have an “always on” mentality. During your first 30 days for example, you’ll need to spend every moment possible diving deep into our product and learning about our Pros (users). Establishing a deep knowledge of our product will be key to being successful in this role out of the gate. There is tremendous upside for the right person to expand their role and career greatly as our company expands. We’re looking for you to put a your mark on the company! We have over 30+ features and 67 different industries that we serve. You'll know you are a product expert when you can (a) respond to 80% of customer support questions in less than 5 minutes; (b) leave new and existing Pros who connect with you by phone super excited about their personalized setup and account optimization; (c) write an awesome FAQ on "How to get setup as a {industry name}" for any of our 67 verticals, including a Loom demo walk through of the app for that vertical. Onboard new clients by phone, in-app, and by email, including importing their existing clients and data into the app Activate and engage new clients primarily in-app (and occasionally by phone and email) in a way that drives conversion rates, retention rates, monthly payment volume, and Premium subscriptions Cultivate warm leads for businesses with upgrade potential and close them, primarily in-app (occasionally by phone and email) Responding to in-app support inquiries via the PocketSuite app. Reproduce and log customer reported issues Identify and drive opportunities for making product / ux improvements for our customers. Ensure clients launch on-time with the optimal PocketSuite configuration to reach their business goals Lead all data imports and widget implementations Provide light payment operations support Learn and take our onboarding, upselling, and churn management practices to the next level, leveraging internal data Map out, set targets, and execute against onboarding, upselling, and retention goals Coordinate and collaborate with a small cross functional team of rockstar team members who divide their time between Customer Success and another role in the organization Are there any requirements? Bachelor’s degree 3+ years experience as a community engagement, account manager, churn manager, onboarding specialist, and/or

Who We Are PocketSuite started with a simple observation. Our CEO Chinwe experienced yet another late arrival with her cleaner - then wait 60 to 90 days to send an invoice. She was ready to pay on the spot, but the cleaner was juggling multiple calendars and an out-of-state accounting business partner just to run their business. Chinwe teamed up with Yang, her co-founder - engineer #5 at NetSuite, who had helped build business management systems for Fortune 500s - because he wanted to do the same thing for the solo hairstylist, the mobile dog trainer, the independent therapist. That was 2015 (YC W16). Today, PocketSuite is the all-in-one platform thousands of service professionals and SMBs use to get booked, get paid, convert new leads, manage their operations, and communicate with their clients. We call it the Rule of 5: if our pros can't figure out a feature in 5 seconds, we haven't done our job. That constraint shapes every line of code we ship. What makes us different from the dozen other "booking and payments" tools? We go vertical. We don't build a generic calendar and call it a day. We're an operating system that includes the specific workflows a dog trainer needs to manage multi-session packages, or the exact invoicing flow an esthetician needs when they're finishing up at the spa. That verticalization strategy - a mile wide, an inch deep on the features that actually matter - is why our service businesses stay. We're a small, founder-led team. Chinwe and Yang still check in code, review PRDs, and talk to customers every day. You won't be a cog here. The Role PocketSuite is hiring a Marketing Manager to lead our SMB growth strategy—connecting the dots across channels, campaigns, and partnerships to drive measurable customer acquisition and expansion. This role is designed for someone who understands how to market to SMB service businesses—fast-moving, ROI-driven customers who expect clarity, speed, and value. You will own the strategy, systems, and performance of marketing. You’ll partner closely with our Content Marketing Manager, who leads content creation and execution. What You’ll Own 1. Marketing Strategy & Channel Leadership (SMB Focus) Drive PocketSuite’s SMB marketing strategy across channels Identify highest-impact acquisition and engagement channels for SMB audiences Align messaging and campaigns to the needs of service-based small businesses Translate company goals into clear marketing plans and priorities Act as the central connector across marketing, partnerships, sales, and support 2. Marketing Systems & Performance (HubSpot) Own and administer HubSpot CRM as the core marketing engine Build and optimize lifecycle workflows, segmentation, and reporting Establish clear attribution and performance tracking across campaigns Turn marketing into a measurable, repeatable growth function 3. Lifecycle Marketing (Email + SMS) Own strategy and execution of email and SMS campaigns Design customer journeys across onboarding, engagement, and expansion Partner with content to ensure messaging aligns with campaign goals Continuously test and optimize for conversion and retention 4. Social Strategy (Leadership, Not Execution) Define the overall social strategy, positioning, and content pillars Partner with the Content Marketing Manager to execute against that strategy Ensure consistency across platforms and alignment with brand and growth goals Use social as a lever for both acquisition and engagement—not just presence 5. Events, Webinars & Partnerships Own strategy and execution for industry events and trade shows Partner with the partnerships team to activate co-marketing opportunities Develop and scale webinars and digital engagement programs Ensure all initiatives drive measurable pipeline and customer growth What Success Looks Like Clear, focused SMB marketing strategy that drives consistent growth HubSpot functioning as a true revenue engine Campaigns that convert—not just generate activity Social presenc

Who We Are PocketSuite started with a simple observation. Our CEO Chinwe experienced yet another late arrival with her cleaner then wait 60 to 90 days to send an invoice. She was ready to pay on the spot, but the cleaner was juggling multiple calendars and an out-of-state accounting business partner just to run their business. Chinwe teamed up with Yang, her co-founder and engineer #5 at NetSuite, who had helped build business management systems for Fortune 500s because he wanted to do the same thing for the solo hairstylist, the mobile dog groomer, the independent therapist. That was 2015 (YC W16). Today, PocketSuite is the all-in-one platform thousands of service professionals and SMBs use to get booked, get paid, and communicate with their clients. We call it the Rule of 5: if our pros can't figure out a feature in 5 seconds, we haven't done our job. That constraint shapes every line of code we ship. What makes us different from the dozen other "booking and payments" tools? We go vertical. We don't build a generic calendar and call it a day. We build the specific workflows a dog trainer needs to manage multi-session packages, or the exact invoicing flow a mobile hairstylist needs when they're finishing up at a client's kitchen table. That verticalization strategy a mile wide, an inch deep on the features that actually matter is why our pros stay. We're a small, founder-led team. Chinwe and Yang still check in code, review PRs and talk to customers every day. You won't be a cog here. The Role We're looking for a Lead Engineer who can own entire product surfaces end-to-end from database schema to deploy. Your initial role is as a senior individual contributor reporting directly to the CTO, with a clear path to technical leadership as the team grows. This is not a "maintain the monolith" role. You'll be shipping net-new features across payments (Stripe integration, fraud scoring, Stripe Capital), real-time messaging, scheduling, and AI-powered workflow automation all within a mobile-first codebase serving iOS, Android, and React web clients backed by a Python API layer. As the 6th engineer on the team, you are going to be a foundational engineer on the team delivering 10x the impact across 10x the surface footprint you would at most other companies. What You'll Actually Work On Payments & fintech: Extend our payments integration, build out lending flows, and improve our automated fraud scoring and merchant underwriting system. You'll deal with real money, real edge cases, and real compliance constraints. Messaging & notifications: Architect and ship improvements to our real-time messaging system that tens of thousands of pros rely on daily to communicate with their clients and team members. Scheduling & booking: Build the features that let a solo operator or SMB manage online bookings, automated team staffing, resource and facility management, automated dynamic pricing and discounting based on booking history and availability, and recurring appointments synced to all of your Google calendars. AI & automation: Design industry tailored onboarding experiences, customizable data models, workflow automations, seamlessly deployed agents, smart marketing campaigns, and API integrations that help pros grow their business without adding headcount. Infrastructure: Own scaling, performance optimization, test automation, and deployment pipelines across a platform processing millions of transactions and serving tens of thousands of concurrent users across multiple platforms. We ship fast you'll make sure we ship safely. The Stack Python · React · iOS · Android · Postgres · SQLite · Ubuntu · Docker Your First 90 Days Days 1–7: Get Oriented Align on company vision and 2026 priorities. Meet the engineering team. Set up your dev environment. Learn the product by exploring the code and actually using it book a session, send an invoice, message a client. Start getting to know our customers and why they chose us. Days 7–14: Get Your Hands Dir