Product Manager - Checkout & Payments

At Stayforlong, travel is more than a transaction; it's a journey of extraordinary moments. Born in Barcelona in 2015, we set out to disrupt an industry dominated by massive corporations. We believe in the power of prolonged stays — the longer you stay, the deeper the connection, and the better the rate. Travel on your own terms.

Our Culture 🫰🏽

We are a team of 120 people in a dynamic, collaborative environment where every idea counts. We are inclusive by design, committed to equity and diversity, and serious about real work-life balance. Above all, we work by five cultural principles:

• Ownership: We own our commitments, decisions, results and impact.

• Trust: We create safety to speak openly, ask for help and share context.

• Respect: We listen, prepare for the meeting, stay present and communicate with respect.

• Give & receive feedback: We say things early, directly and constructively — and we welcome feedback, adjusting our actions and behaviour in response.

• Play / Fail / Learn: We experiment, learn fast, pivot when needed and celebrate the learnings.

The Mission 🚀

You will join the Product team as the owner of Checkout: the moment a traveler commits to a stay, and where much of our revenue and margin is won or lost. You will own the Checkout strategy end to end, turning booking intent into confirmed, reliable bookings and growing the value of every transaction through ancillaries and cross-selling. In Payments, you will be the product partner of our Payments & Fraud team, which leads the strategy: you turn it into a deliverable roadmap, challenge it with evidence and make sure communication flows through the relevant channels.

Your impact 🙌🏽

• Own the product roadmap for Checkout end to end and with full autonomy: the checkout experience, ancillaries and cross-selling (insurance, upselling, activities and bundling), booking reliability and confirmation workflows (B2C and B2B).

• Lead the strategy to reduce and mitigate booking errors. Identify root causes on our side and work with Product Supply and Product Operations on supplier-side causes. Design mitigation and customer-facing flows that protect the traveler when something goes wrong, in partnership with Operations and Customer Experience.

• Turn the Payments strategy defined by the Payments & Fraud team into a prioritized, deliverable roadmap: payment providers, alternative payment methods, partial payments, wallet and refunds. Challenge assumptions and propose alternatives backed by data, customer insight and technical constraints.

• Own the customer experience of payment: the balance between friction and conversion at the point of payment, fraud-prevention checks, 3DS/SCA, payment failures and the refund experience, always within the policies set by Payments & Fraud.

• Ensure PCI DSS compliance is built into the checkout and payment roadmap and into every change that touches payment flows or cardholder data, in partnership with Engineering, IT Security and Payments & Fraud.

• Lead high-impact initiatives through continuous discovery (customer interviews, funnel analysis, opportunity mapping, fast validation), always with the customer at the center of decisions.

• Design and run experiments in the checkout funnel with Data, and use product and business metrics to measure impact and make trade-off decisions.

• Raise and resolve cross-team blockers and dependencies early.

• Keep stakeholders aligned through transparent, ongoing communication: Payments & Fraud, with whom you share goals and a joint planning cadence, and Revenue, on ancillaries, among others.

You will be accountable for, and measured by:

• Checkout conversion: a higher checkout conversion rate and fewer drop-offs between booking intent and confirmed booking.

• Booking reliability: fewer booking errors and failed confirmations, and less customer impact when they happen (for example, cancellations or CX contacts caused by booking issues).

• Ancillary & cross-selling revenue: growth in ancillary attach rate and ancillary revenue per booking.

• Payments performance (shared with Payments & Fraud): delivery and quality of the Payments roadmap, contribution to authorization rate, payment method coverage and cost of payments, fraud and chargebacks within agreed thresholds, and PCI DSS compliance maintained across checkout and payment flows.

Who You Are 🌱

• 3+ years of experience as a Product Manager at a fast-growing software company, building products with high traffic volumes.

• Hands-on product experience in payments: you have worked on initiatives involving payment service providers, payment methods, 3DS/SCA, fraud, refunds or chargebacks, and you understand the key metrics and trade-offs of the domain (authorization rate, cost of payments, risk vs. conversion).

• Working knowledge of PCI DSS and of what it implies for product decisions in payment flows (for example, scope, tokenization and the handling of cardholder data).

• A strong product mindset: you turn ambiguous problems into structured, outcome-driven initiatives, translate strategy into execution, and are comfortable owning decisions end to end rather than waiting for direction.

• Data-driven by default: fluent with a business's core KPIs, comfortable designing and reading A/B tests, and quick to use numbers rather than opinions to make a call. You bring revenue and margin awareness to every decision.

• Excellent with process and Agile methodologies, and fluent with product development and analytics tools.

• A full-ownership mindset: you make autonomous decisions under uncertainty and hold yourself accountable for business impact.

Nice to have:

• Experience in travel, OTAs or e-commerce marketplaces.

• Experience with ancillaries, cross-selling or bundling.

• Curiosity about, or experience with, AI/LLM applied to conversion, personalization or fraud prevention.

Nice to have:

• Experience in travel, OTAs or e-commerce marketplaces.

• Experience with ancillaries, cross-selling or bundling.

• Curiosity about, or experience with, AI/LLM applied to conversion, personalization or fraud prevention.

What We Offer 🎁

• Hybrid by design: A permanent, full-time contract with a hybrid setup (1 day per week) at our Barcelona city-centre office (in Plaza Catalunya).

• True flexibility: A flexible schedule — for real.

• Work from anywhere: Up to 30 days per year working from anywhere, so you can experience the “long stay” lifestyle yourself.

• Real ownership: A broad role in a small, cross-functional team, where you shape processes instead of inheriting them.

• Tailored perks: Flexible compensation via Cobee (health insurance, restaurant/transport cards, kindergarten checks, and training).

• Travel rewards: Special Stayforlong discounts to help you enjoy your own long-stay discoveries.

Ready to help us change how the world travels? Let's connect!