Senior Product Manager

Squarespace is seeking a Senior Product Manager to join the Acuity Scheduling team, leading product management across Acuity's payments and mobile surfaces. This role owns the strategy and execution for expanding how and where Acuity sellers collect revenue, building payment experiences, defaults, and integrations across web, mobile, and emerging booking channels. This is a hybrid role, requiring 1–3 days a week in the New York City office, reporting to the Product Director on the Acuity Scheduling team.

• Own the long-term strategy and roadmap for payments, transactions, and mobile on Acuity
• Lead rigorous problem discovery, understanding customer, business, and market dynamics
• 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
• Partner with marketing, customer operations, and analytics to launch products and evaluate success
• Own key metrics, explain trends, and build shared understanding across stakeholders

• 6–8+ years of product management experience in SaaS or consumer software
• 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
• Excellent communication and interpersonal skills
• Customer-obsessed, with a history of conducting research, customer interviews, and usability testing
• Comfortable challenging default approaches when they conflict with user or commercial outcomes

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

Cash compensation range: $153,500 - $247,000 USD. Squarespace employees are eligible to be granted an option to purchase common stock. Benefits include choice between medical plans with option for 100% covered premiums, fertility and adoption benefits, supplemental insurance plans, Headspace subscription, Global Employee Assistance Program, retirement benefits with employer match, flexible paid time off, 12 weeks paid parental leave and family care leave, pretax commuter benefit, education reimbursement, employee donation match, 7 ERGs, dog-friendly workplace, free lunch and snacks, private rooftop, and hack week twice per year.

Apply via the Squarespace careers page for this role.