Lead Product Manager - Checkout & Monetization

Multi-day travel businesses (think of a 7-day safari in the Serengeti or a 5-day scuba diving trip in the Galápagos) sell over $300B of travel annually around the world. Ten thousand of those businesses, worth $3B in travel sales, use WeTravel as their end-to-end operating system. They use WeTravel to manage sales processes, collect payments, and run their back offices. WeTravel is their eCommerce stack, with checkout at the center of it. For WeTravel, 80% of our revenue comes during checkout. We monetize checkout through a booking fee, an FX markup, and payment method margin.

Responsibilities

Own our checkout and the monetization built around it; You own the traveler experience, conversion, margin optimizations, and ultimately the revenue; Revamp checkout into a flexible and cohesive system; Build a systematic way to track and optimize conversion, margin, and other factors all together; Enable clients to track performance across their demand channels through our checkout; Ensure it’s easy for other teams to implement their features within the checkout experience; Increase checkout FX revenue by 30-50%; Increase insurance revenue by 30-50%; Pilot two other traveler upsell products and start to scale them

Requirements

Deep product management experience owning real outcomes, not just execution, over many years and having learned from the battle scars; 10+ years in product management is ideal (staff level), 7+ years is minimum (senior level); Broad ownership of all things checkout across multiple phases of its evolution; System thinking to create a flexible and cohesive checkout system that other teams can easily build into; Ideally, you’ve built a multi-purpose checkout system before and know the best practices and pitfalls; Combination of analytical thinking and UX insights to optimize that checkout system, including the judgment to know when a test will tell you something and when it will not; Expertise in conversion across funnels on both mobile and desktop; Track record of improving monetization, especially as cross-sell/upsell; The strongest version of this is having taken an upsell from 0 to 1 and scaled it into one of the largest revenue sources at your company

Nice to have

Experience with pricing on a live transactional surface, where a price change and a UX change can move the same number in opposite directions; Experience building whitelabel eCommerce solutions like Shopify; Experience optimizing x-domain conversion from advertising surfaces to checkout; Experience with travel insurance, pre-booked ground transportation, or travel activities; Experience with multi-currency and cross-cultural checkout, where conversion behaviour differs sharply by market

Benefits

Competitive salary and equity; Generous Time to Recharge policy — unlimited paid time off; Work remotely for a maximum of 4 weeks per calendar year; Extensive paid family leave; Three paid volunteer days per year; Cycle-to-work scheme (Swapfiets subscription) or commuting reimbursement; Monday/Thursday team lunches and after-work social events; Cutting-edge equipment and tools to set you up for success; Join an international, travel-loving team with a passion for adventure and innovation