Staff Product Manager, Transactions & Trust

Getmyboat & Boatsetter

6d•Remote

About The Position

Collaborative Boating operates Boatsetter and GetMyBoat, the two largest marketplaces for getting on the water, now converging into one platform. Guests arrive wanting something specific, like a fishing trip, a sunset cruise, or a birthday on a pontoon. We connect them to the captains, operators, and owners who can make it happen. Finding and booking a day outside should be as easy and intuitive as booking a flight. The problem: Every booking is a promise between strangers. A guest pays in advance for a day that depends on weather, a captain, and a boat. An operator hands over something worth more than a house to someone they've never met. Between "Book Now" and the operator getting paid, a lot has to go right. The price has to be clear, fees have to be explained, insurance has to be in place, credits and changes have to be handled, and disputes have to be resolved fairly. Our mission is simple to say and hard to do. Every dollar on the platform should move accurately, on time, and transparently enough that everyone involved trusts us more after each transaction than before it. Today that path runs across two legacy brands and is being rebuilt as one platform. There’s a wealth of historical data, context and learnings to draw from. What's left are the decisions: how insurance should work across regions, what a guest should see before paying, and how fees should be structured so they're fair to both sides and sustainable for the business. These decisions are waiting on someone to own them.

Requirements

Owned strategy for checkout, payments, or payouts in a two-sided marketplace with company-level impact, authoring the strategy, not just executing it.
Hit ambitious OKRs that crossed team lines, with the ability to explain how they were set, what was traded to achieve them, and actions taken when they slipped.
Unblocked decisions with real stakes where legal, finance, partners, or leadership had to agree.
Made pricing or fees transparent without losing revenue, detailing what was shown, what was withheld, the rationale, and the impact on conversion and trust.
Designed policy as product, treating cancellation, refund, credit, or dispute rules as buildable, testable, and improvable elements.
Made other PMs better through mentorship, hiring, or improving team processes.

Nice To Haves

Insurance products, embedded insurance, or coverage verification, especially across regions or countries.
Hands-on experience with payment processors, marketplace payouts, or split payments.
Building configurable fee or pricing systems.
Chargeback and dispute operations.
Migrating live transactions between platforms without breaking bookings in flight.
Review and reputation systems.
Experience in travel, rentals, or local-services marketplaces at scale.
Comfort pulling your own data.

Responsibilities

Own the full money path, and the strategy behind it, including checkout, payments, payouts, fees, insurance, credits, and dispute resolution, across both brands, web and mobile.
Develop and revise the strategy for the money path based on evidence.
Own insurance as a product and program, deciding on regional approaches, coverage verification, pricing, and international operations.
Build a fee structure that the business can adjust and a breakdown that clearly shows guests and operators where every dollar goes.
Own the processes for credits, changes, and dispute resolution.
Lead the move to a single review system across both brands.
Drive core business outcomes such as checkout conversion, payment success, payout accuracy and timing, dispute rates, and on-platform transaction share.
Navigate tradeoffs between guest protection and operator fairness, transparency and conversion, and flexible policy and predictable revenue.
Influence roadmaps of finance, operations, support, insurance partners, and other product teams through clear reasoning and shared goals.
Mentor other PMs, help shape hiring practices, and improve product development processes.