Staff Product Manager, Transactions & Trust

The Staff Product Manager, Transactions & Trust will own the end-to-end financial journey of a two-sided marketplace, from checkout through settlement.
You’ll shape strategy across payments, payouts, fees, insurance, credits, changes, disputes, and reputation systems.
The role combines product strategy, systems thinking, customer discovery, data-driven decision-making, and cross-functional influence.
You’ll make high-impact decisions where guest protection, operator fairness, transparency, conversion, and sustainable revenue must be balanced carefully.
Working across Product, Finance, Operations, Support, and external partners, you’ll influence roadmaps without relying on formal authority.
The environment emphasizes rapid experimentation, measurable outcomes, continuous discovery, and shipping focused improvements rather than lengthy release cycles.
You’ll also help strengthen the broader product practice through mentorship, hiring input, and improvements to how product teams work.

• Demonstrated experience owning product strategy for checkout, payments, or payouts within a two-sided marketplace or comparable transaction-driven environment.

• Proven ability to author product strategy and set direction rather than simply execute an existing roadmap.

• Track record of delivering ambitious, measurable objectives that span multiple teams and functions.

• Experience navigating high-stakes decisions involving legal, finance, external partners, senior leadership, or other stakeholders with competing priorities.

• Demonstrated experience designing pricing or fee experiences that improve transparency while considering conversion, revenue, and customer trust.

• Experience treating policies such as cancellation, refund, credit, or dispute rules as product experiences that can be designed, tested, measured, and improved.

• Strong systems-thinking capabilities, with the ability to understand entities, states, constraints, dependencies, and financial flows within complex products.

• Strong analytical and data-driven decision-making skills, including the ability to independently investigate product performance and customer behavior.

• Excellent customer-discovery skills and willingness to regularly engage directly with customers and operational teams.

• Strong cross-functional leadership and influencing skills, with the ability to create alignment without relying on organizational authority.

• Demonstrated ability to make difficult product tradeoffs and communicate decisions clearly.

• Experience mentoring Product Managers, contributing to hiring, or improving product-team processes.

• Strong written and verbal communication skills and the ability to translate complex systems and decisions into clear product direction.

• Relevant academic credentials are welcome but not required; demonstrated experience delivering and measuring successful products is prioritized.

• Experience with insurance products, embedded insurance, or coverage verification is a plus.

• Experience with payment processors, marketplace payouts, or split-payment systems is a plus.

• Experience building configurable fee or pricing systems is a plus.

• Familiarity with chargebacks, disputes, review and reputation systems, or transaction operations is a plus.

• Experience migrating live transactions between platforms while protecting in-progress bookings is a plus.

• Marketplace experience in travel, rentals, local services, or similar transaction-heavy industries is a plus.

• Familiarity with international or multi-region transaction, insurance, or payment considerations is a plus.