Senior Product Manager, Acuity Scheduling, Payments

Squarespace•New York City, NY

17d•Hybrid

About The Position

At Squarespace, we empower product teams to solve meaningful customer and business problems. We're looking for a Senior Product Manager to join the Acuity Scheduling team, leading product management across Acuity's payments and mobile surfaces for one of Squarespace's core scheduling products. Acuity Scheduling helps service businesses run their operations end-to-end: booking, client management, and getting paid. Payments is central to that value proposition, and it's one of Acuity's most significant growth opportunities. This role owns the strategy and execution for expanding how and where Acuity sellers collect revenue, building the payment experiences, defaults, and integrations that make on-platform collection the obvious choice across web, mobile, and emerging booking channels.

Requirements

6–8+ years of product management experience in SaaS or consumer software, with a track record of shipping products that drive measurable business outcomes
Deep experience with payments, fintech, or transaction products, including third-party integrations, checkout UX, and payment infrastructure
Experience leading mobile product development across iOS and Android surfaces
Strong data and financial analysis skills, with experience sizing opportunities and validating demand
High technical fluency; comfortable partnering on complex workflows, data models, and platform integrations
Proven ability to define the right problem before designing solutions, resistant to premature solutioning
Excellent communication and interpersonal skills, with demonstrated ability to align cross-functional teams around business goals
Customer-obsessed, with a history of conducting research, customer interviews, and usability testing to inform decisions
Comfortable challenging default approaches when they conflict with user or commercial outcomes

Nice To Haves

Experience with in-person payments, POS integrations, or hardware-adjacent product work
Familiarity with scheduling, booking, or operational tools for SMBs

Responsibilities

Own the long-term strategy and roadmap for payments, transactions, and mobile on Acuity
Lead rigorous problem discovery, deeply understanding customer, business, and market dynamics before pursuing major investments
Develop evidence-based problem statements grounded in user research, competitive analysis, and financial data
Define target segments, primary use cases, and expansion opportunities across web, mobile, and in-person payment contexts
Balance partner, build, buy, and deprecate decisions to accelerate GPV growth and customer impact
Drive payment integrations and checkout UX across Acuity's web and mobile surfaces
Leverage relationships with external partners to address areas of opportunity where Acuity can serve customers in a distinctive way
Partner with marketing to launch new products, with customer operations to develop excellent merchant support, and with analytics to monitor engagement and evaluate success
Own the key metrics for your business area, explain trends, and build shared understanding across teams and stakeholders
Create alignment across stakeholders through clear narratives, documentation, and prioritization frameworks