Head of Retention

Polymarket•New York, NY

2d•$300,000 - $350,000

About The Position

Polymarket is hiring a Head of Retention to build and lead its retention organization. The role addresses the gap between users who deposit once and traders who remain active long term. The retention function is early, so the hire will establish its structure and operating model across lifecycle, CRM operations, retention analytics, and incentives, including decisions about hiring, internal capabilities, and external partners. The Head of Retention will own active-trader retention at 30, 90, and 180 days and LTV growth as company-level KPIs. This leader will report cohort performance, churn signals, and incentive ROI to the CEO and executive team; partner with Finance on the incentive budget and ROI accountability; and represent retained traders in leadership discussions and product roadmap planning. The role will coordinate Markets, Growth, Product, and Brand around major event moments; secure Engineering and Data support for retention tools and infrastructure; set company-wide messaging rules; and work with Legal and Compliance to establish retention guardrails.

Requirements

10 or more years of experience in retention, lifecycle, or CRM.
At least 5 years leading teams, including direct experience managing managers.
Track record of building or scaling a retention organization at a high-churn consumer business, such as 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, including the ability to challenge models, design or interpret incrementality tests, and explain results to non-specialists.
Experience presenting to and influencing C-suite leaders 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 Haves

Direct background in sports betting or prediction markets, with familiarity with bettor churn and re-engagement.
Experience operating in a CFTC-regulated or similarly regulated environment.

Responsibilities

Build the retention organization, including lifecycle, CRM operations, analytics, and incentives, and determine when to hire, build in-house, or use partners.
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 defend the retention incentive budget with Finance, using incrementality data to assess whether spending is worthwhile.
Coordinate Markets, Growth, Product, and Brand on plans for major events so acquisition and retention efforts work together.
Secure Engineering and Data roadmap commitments for triggers, tooling, and data infrastructure needed by the retention team.
Own company-wide messaging rules, including frequency caps and channel priority, to protect the trader experience.
Work with Legal and Compliance to establish retention guardrails for CFTC rules, state eligibility, and contact permissions.
Represent retained traders in executive forums and shape product roadmaps.