Principal Product Manager - Checkouts
WFA Digital Insight
Trafilea’s checkout engine is the core revenue driver for a portfolio of digitally native DTC brands, making this product lead role uniquely impactful. Unlike generic product manager listings, the focus here is on a single, high‑stakes funnel that blends growth experimentation with deep payment‑infrastructure knowledge. Candidates will be expected to own the entire checkout experience—from cart to post‑purchase offers—while juggling A/B test pipelines, multi‑PSP integrations, and fraud mitigation. The position sits at the crossroads of product, engineering, finance, and customer care, meaning success is measured in concrete metrics like conversion lift and recovered revenue rather than vague OKRs. Anyone who thrives on data‑driven iteration and can translate friction points into measurable UX wins will find this role compelling.
Job Description
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
How to Stand Out
- Highlight specific checkout A/B tests you’ve designed, the hypothesis, and the conversion lift achieved.
- Include a brief case study in your resume showing how you reduced chargebacks or improved authorization rates using Stripe.
- Prepare to discuss how you differentiate UX friction from payment‑infrastructure issues using analytics tools.
- Bring examples of dashboards you’ve built in Excel or BI tools that track checkout health metrics.
- Emphasize remote‑work discipline: showcase tools you use for collaboration and time‑zone coordination.
- Research Trafilea’s brand portfolio and be ready to suggest a checkout improvement tailored to one of their DTC brands.
- During negotiation, reference the competitive USD salary range and ask about equity or performance‑based bonuses tied to conversion milestones.
This is a remote position listed on WFA Digital, the platform for professionals who work from anywhere. Browse more remote jobs across all categories.