Senior Product Manager, Payments

WHO IS AIWYN AND WHAT DO WE DO? Aiwyn is transforming the way accounting firms manage the entire revenue lifecycle. Backed by top-tier investors like Bessemer, KKR, and Revolution, we’re one of the fastest-growing scale-up SaaS companies in the world. We build category-defining technology—and we’re doing it with world-class people, processes, and products. To learn more, visit our website https://aiwyn.ai/ THE ROLE We're looking for a Senior Product Manager to own Payments, Aiwyn's largest product and the main revenue driver of the business. This is a GM-level seat for Aiwyn’s flagship product. You'll own the strategy, roadmap, P&L, customer relationships, and the banking partnerships that power money movement. You'll partner with a dedicated execution-focused PM who owns day-to-day delivery, which frees you to lead at the strategy and ownership level. You'll work closely with engineering, design, customer success, and go-to-market, and your decisions will shape the trajectory of the business. WHAT YOU'LL DO - Own Payments strategy and the P&L. Set the direction for Aiwyn's flagship product and own the results.

• Own the roadmap. Decide what we build and in what order, prioritize ruthlessly, and ship what firms actually adopt.
• Own our banking and payments partnerships. Build and manage the relationships that power processing and money movement.
• Go deep with customers.

• Partner cross-functionally to execute. Work with a dedicated execution PM, engineering, and design to ship, and with sales, CS, and marketing to bring it to market. WHAT WE'RE LOOKING FOR Must haves: - 5–8 years of product management experience - Payments, fintech, or money-movement experience: you understand processing, billing, or banking partnerships well enough to make strategic calls without a ramp - You've owned a product as a business: strategy, roadmap, and a revenue or P&L outcome you can point to - Excellent product roadmapping: you can figure out which problems are worth solving, prioritize ruthlessly, and communicate your thinking with clarity - Execution chops: you know how to ship software, keep teams aligned, and course-correct when things go sideways - An incredible trajectory: you're becoming a domain expert in everything you touch, and you bring clarity and energy to every room you're in Nice-to-haves (not required): - Vertical SaaS or accounting/CPA industry experience - Experience owning sponsor-bank or banking partnerships - Experience running a large product migration or platform consolidation - Startup experience- you're comfortable with ambiguity and a fast pace WHY WORK AT AIWYN?
• The big-picture value proposition of this role is simple: join us, and you'll be paid competitively to have freedom in solving worthwhile, challenging problems alongside other A-players at a fast-growing SaaS startup led by an experienced and successful team with industry experience - AI-by-Default - you'll have access to best-in-class AI tools and work in an environment that embraces an AI-by-default mindset, where curiosity and experimentation are part of how we operate - Remote-first organization - Competitive compensation and benefits - Stock options - 401(k) matching - Adventure Travel Stipend on each anniversary of your employment with Aiwyn

Our Values

• Relentless by Design - Owners not Renters - Trust at the Core Aiwyn is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to age, ancestry, color, family or medical care leave, gender identity or expression, genetic information, marital status, medical condition, national origin, physical or mental disability, political affiliation, protected veteran status, race, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable laws, regulations and ordinances.

• Build a mini‑case study showcasing a payment product you launched or optimized, including the Excel‑driven financial model you used to forecast revenue, cost of goods sold, and P&L impact; attach a clean, formatted spreadsheet (tabs for assumptions, sensitivity analysis, and ROI) and be ready to walk interviewers through the numbers in a 15‑minute demo.
• Highlight any experience negotiating banking or fintech partnerships (e.g., ACH, card issuers, Stripe, Plaid). In your resume and interview, cite specific contract terms you secured—fees, settlement times, or API SLAs—and explain how you measured the partnership’s contribution to the product’s top‑line growth.
• Demonstrate remote‑first product leadership: prepare a short video (2‑3 min) that outlines your communication cadence with distributed engineering, design, and compliance teams, and list the collaboration tools (e.g., Notion for roadmaps, Jira for sprint tracking, Miro for remote workshops) you use to keep stakeholders aligned across time zones.
• Quantify your “GM‑level” impact by presenting at least two metrics where you owned the full product lifecycle—e.g., grew monthly processed volume from $X M to $Y M while maintaining ≤ 0.5 % transaction failure rate, or improved net‑revenue retention by Z % through pricing tweaks—all backed by Excel dashboards that you can share.
• Prepare a targeted ask for compensation that reflects the GM scope: research recent senior PM salaries at fast‑growing SaaS scale‑ups (e.g., $180‑$230 k base + 0.2‑0.4 % equity) and frame your ask around the revenue you’ll drive for Aiwyn’s Payments product, citing your projected P&L upside from the case study above.