Square · 3 hours ago
Senior Product Manager, Retention
United States
Full-time
Remote
Senior Level, Lead/Staff
$198K/yr - $297K/yr
8+ years expSquare is a company that has evolved to provide integrated, omnichannel solutions for sellers. The Retention team is looking for a Product Lead to define and deliver strategies that improve seller retention, reduce churn, and enhance seller experiences across various segments.
BitcoinFinTechMobile PaymentsProductivity ToolsRetail Technology
Responsibilities
Build and Execute the Retention Strategy
Own the roadmap for reducing voluntary and involuntary churn
Launch proactive save flows and winback strategies based on predictive signals
Create segmentation-driven retention journeys across seller types and lifecycle stages
Identify and remove friction points that lead to seller churn such as when a business is adapting to changing business conditions, exploring multichannel, engaging more staff members, scaling locations, or seeking to accomplish more advanced workflows with Square
Build experiences that reinforce product value after major milestones (e.g., onboarding, 1st hardware purchase, 30-day inactivity) and especially increase 1st year payments retention
Partner with Support, AMs, 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 across 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
Qualification
Required
8+ 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
Strong cross-functional execution skills, especially with Support, Sales, and Data Science
A strategic mindset with attention to execution details
Preferred
Experience with save flows, subscription churn analysis, or customer winbacks is a plus
Benefits
Remote work
Medical insurance
Flexible time off
Retirement savings plans
Modern family planning
Company
Square
Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square.
1001-5000 employees
H1B Sponsorship
Square has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (257)
2024 (253)
2023 (260)
2022 (297)
Funding
Current Stage
Public CompanyTotal Funding
$4.8BKey Investors
GICKleiner PerkinsSequoia Capital
2025-08-13Post Ipo Debt· $2.2B
2024-05-06Post Ipo Debt· $2B
2023-01-11Post Ipo Equity
Leadership Team
Camille Vergara
Product Manager
Conor Delahunty
Product Manager
Recent News
2026-01-20
Company data provided by crunchbase