Senior Product Manager - Checkout & Monetization

WeTravel; Amsterdam; Hybrid; EUR 95,000 - 140,000; Full time

Job summary

WeTravel is seeking a Senior Product Manager to own our checkout and the monetization built around it. You will report to our incoming Head of Payment Products & Monetization and influence revenue through a modular, scalable checkout that serves thousands of clients globally.

The ideal candidate has deep product management experience with outcomes across complex checkout systems, a track record of driving monetization, and strong cross-functional leadership.

Qualifications

• Deep product management experience with real outcomes across complex products.
• 10+ years in product management ideal (staff level).
• 7+ years minimum (senior level).

Responsibilities

• Own checkout and monetization roadmap across multiple payment rails and currencies.
• Revamp checkout to be flexible, cohesive, and easy for other teams to extend.
• Drive margins, pricing, and upsell opportunities (e.g., insurance, add-ons).
• Collaborate cross-functionally with Payments, Engineering, Design, and Sales to execute the vision.

Skills

Senior product management

Cross-functional leadership

Monetization strategy

Checkout systems

Data-driven decision making

Job description

Hi! I'm Josh https://www.linkedin.com/in/wjoshchang/, Chief Product Officer at WeTravel

I'm hiring a Senior Product Manager to own our checkout and the monetization built around it. You will report to our incoming Head of Payment Products & 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.

WeTravel has 400+ team members representing more than 88 countries. Our Amsterdam office in Rokin is home to the entire Product Org and most of our Engineering team. Financially we are secure and growing fast, with 60 to 100 percent year-over-year growth depending on the metric.

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THE ROLE

This is an impactful and intellectually rewarding (senior IC) role across many dimensions.

Impact

Our ten thousand clients (travel businesses) use our checkout to complete $3B of travel sales. Their business outcome is dependent on our checkout.

For WeTravel, 80% of our revenue comes during checkout. We monetize checkout through a booking fee, an FX markup, and payment method margin. Because the traveler pays the organizer via WeTravel, we can upsell additional products to travelers during checkout. Travel insurance has been a hit as an upsell, and there are other opportunities you can explore (airport transfers, eSIM, visa application service, etc.).

A separate Payments PM owns payment rails, currency coverage, and processing. You own the traveler experience, conversion, margin optimizations, and ultimately the revenue.

Intellectual complexity

First, one checkout has to serve ten thousand clients who sell travel in different ways. Some sell thousands of standard packages a year, while others sell tens of very expensive trips. Some want personal configuration at checkout, others want it stripped down. Some trips run multiple times every month, some run once. Most are expensive enough to need installment plans. Some care about cross-domain conversion tracking while others care more about the luxury look and feel given their elevated price points. All of this has to work well across 40+ currencies, 30+ payment methods, and four transaction types—full trips, payment links, in-person QR payments, and business payments. Finally checkout needs to be a modular “system” that other teams can easily build into.

Second, FX markup and traveler upsell are win-win monetization that we've only taken 01. They already save clients time and cost on currency conversion and pay them revenue share on insurance upsells. Growing them requires thinking through value for clients, value for their customers (travelers), value for WeTravel, vendor landscape, appropriate UX, fund flows, and everything else. This requires a GM-like ownership mindset, strategic and analytical thinking, and ability to operate cross-functionally.

GOALS FOR THE FIRST YEAR

These are the ideal goals based on what we know today. We’ll learn as we go and calibrate together.

Checkout

• Revamp checkout into a flexible and cohesive system.
• Make the new checkout presents what our clients sell in the best way possible to maximize their sales on both mobile and desktop, and for all the variations of what they sell and how.
• 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, and own the standard they build against. Inversely, checkout should be able to evolve without unnecessarily requiring changes on the rest of WeTravel systems.

Monetization

• Increase checkout FX revenue by 30-50% by optimizing adoption and markup. This includes improving the UX and pricing (which can be lower or higher depending on currency pairs), while relying on the Payments PM for currency coverage.
• Increase insurance revenue by 30-50% by offering more choices, covering more geographies, improving adoption, and using multiple vendors.
• Pilot two other traveler upsell products and start to scale them.

AN IDEAL CANDIDATE

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. Optimizing one part of the …