Principal Product Manager - Checkouts

Requirements

• 5+ years of product management experienceMust
• Direct ownership of consumer-facing checkout funnel in DTC, e-commerce, or fintechMust
• Proven track record of improving checkout conversion rate through A/B testingMust
• Hands-on experience with Stripe at product ownership level: authorization optimization, retry logic, 3DS configuration, Radar fraud rulesMust
• Experience managing or integrating multiple PSPs and digital wallets such as PayPal, Apple Pay, Google PayMust
• Ownership of post-checkout monetization architecture including upsells, downsells, subscription offers, and payment recovery flowsMust
• Ability to diagnose checkout friction using session recordings, funnel analytics, and heatmapsMust
• Familiarity with fraud prevention tools and chargeback management processesMust
• Knowledge of subscription billing compliance including FTC negative option and ROSCA requirementsMust

What you'll do

• Own end-to-end checkout funnel optimization across multiple brands and devices
• Define and execute continuous A/B testing roadmap with minimum 2 simultaneous experiments
• Diagnose checkout drop-off by device, traffic source, payment method, and error type
• Optimize checkout UX for mobile-first experiences including field sequencing and payment wallet integration
• Design and improve error states, payment failure copy, and retry prompts for transaction recovery
• Maintain and evolve checkout health dashboard tracking CVR, authorization rates, decline breakdown, and recovery metrics
• Strong cross-functional influence across Engineering, Finance, Legal, and Customer Care
• Ability to present performance results and strategic roadmap to CMO or C-level stakeholders

Keywords

About the role

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. Requirements • 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 Originally posted on Himalayas