Principal Product Manager - Checkouts
- Role
- Product
- Experience
- Principal
- Company size
- Mid-size
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No BS summary
Principal-level product manager for checkout optimization in DTC/e-commerce or high-volume fintech. Needs 5+ years owning consumer checkout funnels, strong A/B testing, Stripe, multi-PSP/digital wallets, and post-checkout monetization experience. Remote role.
Core skills
Required skills
About Trafilea Trafilea is a Consumer Tech Platform for Transformative Brand Growth. We’re building the AI Growth Engine that powers the next generation of consumer brands. With over $1B+ in cumulative revenue, 12M+ customers, and 500+ talents across 19 countries, we combine technology, growth marketing, and operational excellence to scale purpose-driven, digitally native brands. We own and operate our own digitally native brands (not an agency), with presence in Walmart, Nordstrom, and Amazon, and a strong global D2C footprint. Why Trafilea We’re a tech-led eCommerce group scaling our own globally loved DTC brands, while helping ambitious talent grow just as fast. 🚀 We build and scale our own brands. 🦾 We invest in AI and automation like few others in eCom. 📈 We test fast, grow fast, and help you do the same. 🤝 Be part of a dynamic, diverse, and talented global team. 🌍 100% Remote, USD competitive salary, paid time off, and more. Key Responsibilities We are searching for Principle Product Manager - Checkouts a to own and continuously optimize TrafiCheckout - Trafilea's proprietary headless checkout - as the company's single most important revenue engine. Drive measurable improvement in checkout conversion rate and post-checkout monetization through relentless UX experimentation and data-driven iteration. In parallel, own the payments infrastructure layer: maintaining high authorization rates, reducing chargebacks and declines, and evolving our multi-PSP strategy as the business scales internationally. This role sits at the intersection of growth, product, engineering, finance, and customer care - and its success is measured in revenue recovered, conversion rate lifted, and offers accepted. Own the end-to-end TrafiCheckout funnel across all brands (Shapermint, Shaperbox, Truekind): from cart entry through order confirmation, on desktop and mobile. Define, prioritize, and execute a continuous A/B testing roadmap on the checkout — targeting a minimum of 2 simultaneous experiments at all times — using VWO or equivalent. Diagnose checkout drop-off by device, traffic source, payment method, and error type; translate findings into actionable hypotheses and ship improvements with measurable CVR impact. Optimize the checkout UX for mobile-first experiences: field sequencing, keyboard behavior, autofill, CTA placement, and payment wallet integration (Apple Pay, Google Pay). Design and continuously improve error states, payment failure copy, and retry prompts to maximize transaction recovery at the moment of decline. Maintain and evolve the weekly Checkout Health Dashboard: CVR by device/channel/country, post-checkout offer take rates, authorization rates, decline breakdown, and payment recovery rate. 5+ years of product management experience with direct ownership of a consumer-facing checkout funnel in a DTC, e-commerce, or high-volume fintech environment Proven track record of improving checkout conversion rate through structured A/B testing — able to describe specific tests designed, run, and analyzed with measurable CVR or revenue impact Hands-on experience with Stripe at a product ownership level: authorization rate optimization, retry logic, 3DS configuration, Radar fraud rules, and dashboard-level diagnostics Experience managing or integrating multiple PSPs and digital wallets (PayPal, Apple Pay, Google Pay) simultaneously — including UX placement, conversion measurement, and decline management Ownership of post-checkout monetization architecture: upsell, downsell, and fallback offer flows, subscription offers at checkout, and payment recovery or dunning sequences with measured revenue impact Ability to diagnose checkout drop-off by device, traffic source, payment method, and error type — distinguishing UX friction from payment infrastructure issues using session recordings, funnel analytics, and heatmaps Familiarity with fraud prevention tools, chargeback management processes, and subscription billing compliance basics including FTC negative option and ROSCA requirements Strong cross-functional influence — able to align Engineering, Finance, Legal, and Customer Care around checkout decisions and present performance results and strategic roadmap directly to CMO or C-level stakeholders
What you'll do
- Own and continuously optimize TrafiCheckout - Trafilea's proprietary headless checkout - as the company's single most important revenue engine.
- Drive measurable improvement in checkout conversion rate and post-checkout monetization through relentless UX experimentation and data-driven iteration.
- Own the payments infrastructure layer: maintaining high authorization rates, reducing chargebacks and declines, and evolving the multi-PSP strategy as the business scales internationally.
- Own the end-to-end TrafiCheckout funnel across all brands (Shapermint, Shaperbox, Truekind): from cart entry through order confirmation, on desktop and mobile.
- Define, prioritize, and execute a continuous A/B testing roadmap on the checkout — targeting a minimum of 2 simultaneous experiments at all times — using VWO or equivalent.
- Diagnose checkout drop-off by device, traffic source, payment method, and error type; translate findings into actionable hypotheses and ship improvements with measurable CVR impact.
- Optimize the checkout UX for mobile-first experiences: field sequencing, keyboard behavior, autofill, CTA placement, and payment wallet integration (Apple Pay, Google Pay).
- Design and continuously improve error states, payment failure copy, and retry prompts to maximize transaction recovery at the moment of decline.
- Maintain and evolve the weekly Checkout Health Dashboard: CVR by device/channel/country, post-checkout offer take rates, authorization rates, decline breakdown, and payment recovery rate.
What they require
- 5+ years of product management experience with direct ownership of a consumer-facing checkout funnel in a DTC, e-commerce, or high-volume fintech environment
- Proven track record of improving checkout conversion rate through structured A/B testing — able to describe specific tests designed, run, and analyzed with measurable CVR or revenue impact
- Hands-on experience with Stripe at a product ownership level: authorization rate optimization, retry logic, 3DS configuration, Radar fraud rules, and dashboard-level diagnostics
- Experience managing or integrating multiple PSPs and digital wallets (PayPal, Apple Pay, Google Pay) simultaneously — including UX placement, conversion measurement, and decline management
- Ownership of post-checkout monetization architecture: upsell, downsell, and fallback offer flows, subscription offers at checkout, and payment recovery or dunning sequences with measured revenue impact
- Ability to diagnose checkout drop-off by device, traffic source, payment method, and error type — distinguishing UX friction from payment infrastructure issues using session recordings, funnel analytics, and heatmaps
- Familiarity with fraud prevention tools, chargeback management processes, and subscription billing compliance basics including FTC negative option and ROSCA requirements
- Strong cross-functional influence — able to align Engineering, Finance, Legal, and Customer Care around checkout decisions and present performance results and strategic roadmap directly to CMO or C-level stakeholders
Benefits
- Be part of a dynamic, diverse, and talented global team.
- 100% Remote
- USD competitive salary
- paid time off
Trafilea is a Consumer Tech Platform for Transformative Brand Growth. We’re building the AI Growth Engine that powers the next generation of consumer brands.