Skip to content
CV Rocket
Get started
How it worksThe enginePricingBlogContactSign in

Open nowPosted 3 days ago

Head of Retention

Polymarket40 open roles

Pay
$300,000 – $350,000 a year
Where
New York
Work mode
On site
Get the CV for this job

From $25 per CV, paid once. No subscription.

Your applicationOpen nowHead of RetentionPolymarket · New York

  1. YouYes, apply to this one.

  2. CV RocketCV written for this posting.

  3. 25 readersRecruiter, hiring manager, skeptic. Round after round.

  4. CV RocketApplied on Polymarket's own form.

The reply lands in your private mailbox

3×more interviews than doing it yourself with ChatGPT.

The clock on this job

Early applications get read.

12.3% of postings close within 7 days. Measured by our own scanner across the market. Polymarket postings stay open a median of 25 days.

Share of postings closed within
  1. 2.1%1 day
  2. 4.5%3 days
  3. 12.3%7 days
  4. 19.3%14 days
  5. 35.6%30 days
  6. 58.1%60 days
This job: posted 3 days ago

Polymarket median: 25 days open

The posting

ABOUT POLYMARKET

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.

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.

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 incentives. You will manage through managers, own the incentive P&L with Finance, and be the voice of the retained trader in executive forums. This is not a role for someone who wants to inherit a playbook. The playbook does not exist yet.

This hire matters because retention is now a company-level priority, not a marketing function. Active-trader retention and LTV are going into the company scorecard. The person in this role will sit in leadership reviews, shape product roadmaps, and make the call on where incentive dollars go. If you have built a retention org at a high-churn consumer business, know how to run incrementality tests, and want to work on a product that is genuinely hard to retain users on, this is the job.

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 http://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 WE'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.

- 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.

- (Plus) Direct background in sports betting or prediction markets, with familiarity with how bettors churn and what actually brings them back.

- (Plus) Experience operating in a CFTC-regulated or similarly regulated environment.

BENEFITS

- Competitive salary & equity

- Unlimited PTO

- Full Health, Vision, & Dental coverage

- 401k match

- Hardware setup: new MacBook Pro, big display, & accessories

From $25, paid onceGet the CV for this job

What happens when you press

One press. We do the rest.

  1. A CV for this posting

    Written against Polymarket's own wording, from every piece of relevant proof in your profile.

  2. 25 readers review it

    Recruiter, hiring manager, skeptic and more read every draft, round after round. You get the best round.

    The review screen in CV Rocket: how each CV was read, round by round.

  3. We apply on Polymarket's form

    Our application engine gets through the hardest forms there are. Where a question needs you, AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

    An application in CV Rocket: every answer filled in on the employer's form.

  4. Every reply, sorted

    Polymarket's answer lands in your private mailbox, and we classify it on arrival: interview, question, rejection.

    The CV Rocket inbox: each employer reply classified as an interview, an action or a rejection.

  5. Reply with AI

    AI helps you write the email, checks it and sends it. We show you whether the recruiter read it.

  6. The interview in your calendar

    Full integration with your calendar. The invitation goes straight in.

    An interview invitation in the CV Rocket inbox, added to the candidate's calendar.
Get the CV for this job

From $25 per CV, paid once. No subscription.

Why it works

3×

more interviews than doing it yourself with ChatGPT.

ChatGPT writes a CV and never learns what happened to it. We see every reply. For each CV we know:

  • How it was written, and how the review scored it
  • When we applied, and how long after the posting went up
  • Which posting, which company, which city
  • Who got the interview, and who heard nothing

That is how we know which CVs get called.

Get the CV for this job

From $25 per CV, paid once. No subscription.

The numbers game

More applications. More interviews.

Every application goes out with its own CV, written for that posting and paid once. Send enough of them and the law of large numbers finds you the job.

Get the CV for this job
By hand5–10
With CV Rocket100
applications a day

Nearby

Live postings like this one

Same employer first, then the same role elsewhere.

Before you press

Straight answers

Get the CV for this job

From $25 per CV, paid once. No subscription.

What if my background isn't good enough?

We make the most of the background you have. The CV uses every piece of relevant proof your profile holds, and one of the 25 readers reads your whole profile and flags what the CV left out.

Do you really apply for me?

Yes, on the employer's own form, the hardest ones included. Where a question needs you, you answer it right there and AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

Is it a subscription?

No. You pay once per CV, from $25. Every application goes out with its own CV, written for that posting.

One job. One CV.
Paid once.

Pick the posting you want. We write for it, apply for you and catch the reply.

Get the CV for this job

From $25 per CV, paid once. No subscription.