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Note: The job is a remote job and is open to candidates in USA. Square is a company focused on making commerce easy and accessible for businesses of all sizes. In the role of Product Lead, Engagement, you will be responsible for driving seller engagement through cross-surface experiences and personalized recommendations, partnering closely with various teams to enhance seller relationships with Square.
Responsibilities
Define and execute the strategy to increase daily, weekly, and monthly active seller engagement - both with business owners and with the staff running the business.
Identify key seller moments (e.g., first invoice, second payment, first sale with hardware) and optimize for repeat usage to help sellers get maximum value from Square
Build systems that drive cross-sell and attachment to advanced payments products, banking offerings, and SaaS tools through in-product handoffs and seller communications
Leverage ML and segmentation to target sellers with the right products and message at the right time.
Define the metrics and health scores that best predict long-term value and retention.
Run A/B tests across touchpoints (POS systems, backoffice dashboard, etc. and across web, app, and other channels) to increase engagement KPIs.
Partner with Activation, Monetization, and Product Marketing to build an end-to-end seller journey that is delightful and useful for Square’s more than 4M sellers
Represent the Engagement pillar in cross-functional planning and ensure seller outcomes are central to product roadmaps.
Influence leadership on investment prioritization to scale high-performing engagement loops that turn new sellers into highly engaged and productive sellers on Square.
Skills
10+ years of product management experience, with a track record of driving engagement in SaaS, marketplace, or fintech.
Experience leading activation, retention, and/or overall growth teams
Strong analytical skills and A/B testing experience.
A systems thinker who can balance platform investments with tactical wins.
Ability to influence cross-functional teams and senior leadership.
A passion for helping sellers succeed and become loyal Square customers.
Benefits
Remote work
Medical insurance
Flexible time off
Retirement savings plans
Modern family planning
Company Overview
Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. It was founded in 2009, and is headquartered in San Francisco, California, USA, with a workforce of 1001-5000 employees. Its website is https://block.xyz.
Company H1B Sponsorship
Square has a track record of offering H1B sponsorships, with 227 in 2025, 253 in 2024, 260 in 2023, 297 in 2022. Please note that this does not guarantee sponsorship for this specific role.
