Head of Retention (Fintech)

Location: On-site in New York, United States

Estimated cash compensation: $300K–$350K, plus equity

Company

Polymarket is a prediction market platform where users trade on outcomes across politics, economics, sports, culture, and current affairs through a peer-to-peer marketplace.

What you will do

• Build the retention organization from an early-stage team into a full function covering lifecycle, CRM operations, analytics, and incentives.
• Own active-trader retention at 30, 90, and 180 days and LTV growth as company-level KPIs; report cohort performance, churn signals, and incentive ROI to the CEO and executive team.
• Set and manage the retention incentive budget with Finance using incrementality data and full ROI accountability.
• Coordinate Markets, Growth, Product, and Brand around event-driven plans for elections, playoffs, and crypto events.
• Secure Engineering and Data roadmap commitments for triggers, CRM tooling, and data infrastructure, including Braze, Customer.io, and Amplitude.
• Define company-wide messaging rules and work with Legal and Compliance on CFTC rules, state eligibility, contact permissions, and promotion guardrails.

Requirements

• 10 or more years of experience in retention, lifecycle, or CRM, including at least 5 years leading teams and direct experience managing managers.
• Experience building or scaling a retention organization 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 and presenting incrementality results to Finance and executive leadership.
• Strong analytical judgment, including the ability to challenge models, design or interpret incrementality tests, and explain results to non-specialists.
• Experience presenting to and influencing C-suite stakeholders on retention strategy.
• 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.

Nice to have

• Direct experience in sports betting or prediction markets, including familiarity with bettor churn and reactivation.
• Experience operating in a CFTC-regulated or similarly regulated environment.

Culture & Benefits

• Competitive salary and equity.
• Unlimited PTO.
• Full health, vision, and dental coverage.
• 401(k) match.
• New MacBook Pro, large display, and accessories.