Startups · AI

Head of Retention Polymarket $250k–$300k USD Full-Time Onsite New York United States 17d

Prediction · Remote (US) · Remote

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About Prediction

Backed by 500 Global.

About the role

Polymarket is the world's largest prediction market, and retention is one of the most important unsolved problems in the business. Traders come in for elections, crypto moves, and playoff runs, then go quiet. The gap between a one-time depositor and an active, long-term trader is where this role lives. You will build and lead the team that closes it. Found on 1752vc Careers, the job board for startup and VC roles.

What they're looking for

  • 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
More about this role

Polymarket is the world's largest prediction market platform. We enable individuals to express views on real-world events by trading on outcomes across politics, economics, sports, culture, and current affairs. Built as a peer-to-peer marketplace with no centralized "house," Polymarket aggregates diverse opinions into transparent, market-based probabilities that reflect collective expectations about the future.

We're growing fast, both in terms of volume ($21B traded in 2025) and adoption as an alternative news source. Our ambition is to become a ubiquitous beacon of truth in global media and we need your help adding fuel to the fire.

Polymarket is the world's largest prediction market, and retention is one of the most important unsolved problems in the business. Traders come in for elections, crypto moves, and playoff runs, then go quiet. The gap between a one-time depositor and an active, long-term trader is where this role lives. You will build and lead the team that closes it.

The retention org today is early. You will design the structure, make the hiring calls, and build the operating model from the ground up, including lifecycle, CRM operations, retention analytics, and...

Read the full posting on Prediction's site ↗

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