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Square

Senior Product Manager, Retention

Square, San Francisco, California, United States, 94199

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Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. After enabling anyone to take payments and avoid missing a sale, we saw sellers stymied by disparate, outdated products and tools that wouldn’t work together.

We expanded into software, building integrated, omnichannel solutions to help sellers sell online, manage inventory, offer buy‑now‑pay‑later functionality, book appointments, engage loyal buyers, and hire and pay staff.

We’ve embedded financial‑services tools at the point of sale so merchants can access a business loan and manage cash flow in one place.

Today, we serve sellers of all sizes—from large, enterprise‑scale businesses to those just starting out.

As our sellers grow, so do our solutions.

We’re building a significant, meaningful, and lasting business, helping sellers worldwide do the same.

Role: Product Lead, Retention The Retention team keeps sellers engaged, reduces churn, and increases lifetime value.

In this senior, high‑leverage role you will own the product strategy to improve seller retention across all segments—from micro‑sellers to fast‑growing SMBs—partnering cross‑functionally with Product, Engineering, Design, Data, Support, Sales, and Marketing.

Responsibilities

Build and execute the retention strategy, owning the roadmap for reducing voluntary and involuntary churn.

Launch proactive save flows and win‑back strategies based on predictive signals.

Create segmentation‑driven retention journeys across seller types and lifecycle stages.

Identify and remove friction points that lead to churn, building experiences that reinforce product value after major milestones (e.g., onboarding, first hardware purchase, 30‑day inactivity).

Partner with Support, Account Management, and GTM to ensure high‑GPV and strategic sellers receive the right outreach.

Develop dashboards and alerting systems to monitor retention performance.

Define seller health metrics and collaborate with Data Science to predict churn risk.

Lead A/B tests and reactivation experiments across channels (email, in‑app, AM‑led).

Collaborate with Engagement, Monetization, and Onboarding to create a cohesive retention loop.

Influence company‑wide priorities by advocating for seller needs during churn moments.

Partner with GTM on incentive structures and lifecycle communication strategies.

Qualifications

10+ years of product management experience, with strong experience in retention, churn reduction, or customer lifecycle.

A track record of using data and experimentation to drive product impact.

Experience with save flows, subscription churn analysis, or customer winbacks is a plus.

Strong cross‑functional execution skills, especially with Support, Sales, and Data Science.

A strategic mindset with attention to execution details.

Why This Role?

Own a critical metric: seller retention is a key driver of Square’s long‑term business health.

Company‑wide impact: influence product, GTM, and support strategy across the seller lifecycle.

Meaningful seller outcomes: your work will directly help sellers stay open, grow, and succeed.

Equal Opportunity Employer Block is an equal‑opportunity employer evaluating all employees and job applicants without regard to identity or any legally protected class. We also consider qualified applicants with criminal histories on an individualized basis.

Compensation We take a market‑based approach to pay.

Compensation ranges by zone are listed below:

Zone A:

$198,000—$297,000 USD

Zone B:

$188,100—$282,100 USD

Zone C:

$178,200—$267,400 USD

Zone D:

$168,300—$252,500 USD

Hiring Practices We may use automated AI tools to evaluate job applications for efficiency and consistency.

These tools comply with local regulations, including bias audits, and we handle all personal data in accordance with state and local privacy laws.

For questions about privacy or hiring practices, contact

privacy@block.xyz .

Benefits Remote work, medical insurance, flexible time off, retirement savings plans, and modern family planning support are among the benefits we offer to empower you to do the best work of your career.

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