Head of Retention

As Head of Retention at Polymarket, you will build and lead the retention organization from the ground up at the world's largest prediction market platform. Retention is a company-level priority, not a marketing function. You own active-trader retention and LTV growth as key performance indicators that sit in leadership reviews, shape product roadmaps, and determine where incentive dollars go. This role exists because the gap between a one-time depositor and an active, long-term trader is one of the most important unsolved problems in the business.

What you'll do

• Build the retention organization from an early-stage team into a full function, including lifecycle, CRM operations, analytics, and incentives, and make the calls on when to hire, what to build in-house, and what to bring in from partners.
• Own active-trader retention at 30, 90, and 180 days and LTV growth as company-level KPIs, and report cohort performance, churn signals, and incentive ROI directly to the CEO and exec team.
• Set and defend the retention incentive budget with Finance, using incrementality data to make the hard calls on when spend is and is not worth it.
• Align Markets, Growth, Product, and Brand around a single coordinated plan for major event moments, including elections, playoffs, and crypto events, so acquisition and retention move together.
• Negotiate roadmap commitments from Engineering and Data for the triggers, tooling, and data infrastructure the retention team needs to operate, including Braze, Customer.io, and Amplitude.
• Own messaging rules across the company, including frequency caps and channel priority, to resolve competing demands for user attention and protect the trader experience.
• Work with Legal and Compliance as a peer to set retention guardrails covering CFTC rules, state eligibility, and contact permissions, so the team can move fast inside clear limits.

What you bring

• 10 or more years in retention, lifecycle, or CRM, with at least 5 years leading teams and direct experience managing managers.
• A track record of building or scaling a retention org at a high-churn consumer business, in sports betting, fintech, streaming, or a comparable category.
• Experience owning an incentive or retention budget with full ROI accountability, including presenting incrementality results to Finance and executive leadership.
• Strong analytical judgment: you can challenge a model, design or read an incrementality test, and explain the results clearly to people who are not specialists.
• Experience presenting to and influencing a C-suite on retention strategy, not just reporting metrics.
• Experience leading in a regulated industry, with working knowledge of compliance constraints on user communications and promotions.
• Genuine interest in markets, sports, politics, or crypto, because the product is event-driven and the team needs to care about what traders care about.

Nice to have

• Direct background in sports betting or prediction markets, with familiarity with how bettors churn and what actually brings them back.
• Experience operating in a CFTC-regulated or similarly regulated environment.

What we offer

• Competitive salary and equity
• Unlimited PTO
• Full health, vision, and dental coverage
• 401k match
• Hardware setup including a new MacBook Pro, large display, and accessories

About Polymarket

Polymarket is the world's largest prediction market platform, enabling individuals to trade on outcomes across politics, economics, sports, culture, and current affairs. Built as a peer-to-peer marketplace with no centralized house, it aggregates diverse opinions into transparent, market-based probabilities. In 2025, the platform traded $21B in volume.