Principal Product Manager - Checkouts

🦾 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

Originally posted on Himalayas