PlayOn
high school sports
SeniorProductManager,Payments
Neural analysis suggests this role is
optimal for Senior candidates.
“Senior Product Manager, Payments at PlayOn. Skills: payments product management, financial operations, AI-forward approach. Own the end-to-end payments delivery roadmap across financial reporting, payout operations, refunds and disputes, tax, and Stripe Connect execution. Translate strategy from the Sr. Manager, Payments Strategy & Product into sequenced, shippable delivery plans with clear acceptance criteria”
Industry & Context.
judgment; validate decisions with data and direct customer input
What They're Looking For.
Must Have
5-8+ years in product management or a related discipline (accounting, compliance, finance operations) with working knowledge of software product development, Experience in payments, fintech, financial services, or a domain with similar complexity — settlements, payouts, reconciliation, or compliance, Comfort working with Finance and Accounting stakeholders — you can speak their language, read a GL, and earn their trust on accuracy and audit, Proven ability to manage a large, complex backlog across multiple workstreams with competing priorities and executive visibility, Comfort with ambiguity — this role requires judgment, not just the right answer is often not in the ticket, A demonstrated AI-forward approach — actively uses AI tools (Claude, ChatGPT, Cursor, or similar) to accelerate spec writing, data analysis, prototyping, and customer feedback synthesis, communication skills — you can articulate the why behind the work to engineers, finance leaders, and executive stakeholders alike
Nice to Have
experience with payout or settlement products, familiarity with payment processor ecosystems (doesn't need to be Stripe specifically), experience supporting internal tools users (Finance, Ops, Accounting) alongside external customers, ability to read and interpret data — SQL familiarity or comfort working directly with data teams to answer your own questions
What You'll Do.
Own the end-to-end payments delivery roadmap across financial reporting
and Stripe Connect execution
Translate strategy from the Sr. Manager
Payments Strategy & Product into sequenced
shippable delivery plans with clear acceptance criteria
Partner with Engineering on technical scoping
and integration with banking partners (Wells Fargo
NetSuite) and payment processors
Work directly with Finance and Accounting stakeholders — speak their language
and translate their operational needs into product requirements
Use AI tools to accelerate spec writing
query and validate data
and prototype workflows before committing engineering capacity
Validate decisions with data and direct customer input — bookkeeper interviews
support ticket analysis
and behavioral analytics from HQ
complex backlog across multiple workstreams with competing priorities
and compliance constraints
Collaborate across Customer Success
and school-facing teams to ensure delivery aligns with the realities of how bookkeepers and athletic directors actually work
How You'll Work.
Team & Collaboration
Partner with Engineering on technical scoping, sequencing, and integration with banking partners (Wells Fargo, NetSuite) and payment processors; Work directly with Finance and Accounting stakeholders; Collaborate across Customer Success, Support, and school-facing teams; partner across engineering, data, product, and external collaborators
Communication Scope
communicate the why behind the work to engineers, finance leaders, and executive stakeholders alike
Process & Methodology
Manage a large, complex backlog across multiple workstreams with competing priorities, executive scrutiny, and compliance constraints, sequenced, shippable delivery plans with clear acceptance criteria
Full Job Description
## In this role, you can expect to Own the end-to-end payments delivery roadmap across financial reporting, payout operations, refunds and disputes, tax, and Stripe Connect execution Translate strategy from the Sr. Manager, Payments Strategy & Product into sequenced, shippable delivery plans with clear acceptance criteria Partner with Engineering on technical scoping, sequencing, and integration with banking partners (Wells Fargo, NetSuite) and payment processors Work directly with Finance and Accounting stakeholders — speak their language, earn their trust, and translate their operational needs into product requirements Use AI tools to accelerate spec writing, query and validate data, and prototype workflows before committing engineering capacity Validate decisions with data and direct customer input — bookkeeper interviews, support ticket analysis, and behavioral analytics from HQ Manage a large, complex backlog across multiple workstreams with competing priorities, executive scrutiny, and compliance constraints Collaborate across Customer Success, Support, and school-facing teams to ensure delivery aligns with the realities of how bookkeepers and athletic directors actually work ## To thrive in this role, you have 5-8+ years in product management or a related discipline (accounting, compliance, finance operations) with working knowledge of software product development Experience in payments, fintech, financial services, or a domain with similar complexity — settlements, payouts, reconciliation, or compliance Comfort working with Finance and Accounting stakeholders — you can speak their language, read a GL, and earn their trust on accuracy and audit Proven ability to manage a large, complex backlog across multiple workstreams with competing priorities and executive visibility Comfort with ambiguity — this role requires judgment, not just execution; the right answer is often not in the ticket A demonstrated AI-forward approach — actively uses AI tools (Claude, Chat
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