[Remote] Principal Product Manager - Checkouts

Note The job is a remote job and is open to candidates in USA. Trafilea is a Consumer Tech Platform focused on transformative brand growth, leveraging technology and operational excellence to scale digitally native brands. They are seeking a Principal Product Manager to optimize TrafiCheckout, the company's critical revenue engine, by improving conversion rates and managing the payments infrastructure. 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 — 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 Skills 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 100% Remote USD competitive salary Paid time off Company Overview Trafilea is an e-commerce group that builds direct-to-consumer global brands powered by meaningful purposes. It was founded in 2014, and is headquartered in Montevideo, NA - Uruguay, URY, with a workforce of 201-500 employees. Its website is http//trafilea.com.

Back to blog

Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...