Principal Product Manager - Checkouts

 Posted 4 hours ago
     
⭐ 5-10 years experience
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AI Summary

Own and optimize the proprietary headless checkout system to drive conversion rates and post-checkout monetization. Manage the payments infrastructure layer to maintain high authorization rates and evolve the multi-PSP strategy.

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.

πŸš€ We build and scale our own brands.

🦾 We invest in AI and automation like few others in eCom.

πŸ“ˆ 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.


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.


Key Responsibilities

  • 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 β€” targeting a minimum of 2 simultaneous experiments at all times β€” 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 β€” 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 β€” 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 β€” 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 β€” 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

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