Skill Compatibility Diagnostics
Live technical match evaluated against role architecture & expected skills.
Consider reviewing the missing technical prerequisites before submitting your application.
Your skills are processed strictly in-memory and never saved to a database.
About the Role
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.
This is a hybrid role, requiring 1–3 days a week in our New York City office. You will report to the Product Director on the Acuity Scheduling team.
About Squarespace
Squarespace is a design-driven platform helping entrepreneurs build brands and businesses online. We empower millions of customers in more than 200 countries and territories with all the tools they need to create an online presence, build an audience, monetize, and scale their business. Our suite of products range from websites, domains, ecommerce, and marketing tools, as well as tools for scheduling with Acuity and creating and managing social media presence with Bio Sites and Unfold. Our team of more than 1,700 is headquartered in New York City, with offices in Dublin, Ireland, and Aveiro, Portugal.
Key Technical Responsibilities
- check_circle Own the long-term strategy and roadmap for payments, transactions, and mobile on Acuity
- check_circle Lead rigorous problem discovery, deeply understanding customer, business, and market dynamics before pursuing major investments
- check_circle Develop evidence-based problem statements grounded in user research, competitive analysis, and financial data
- check_circle Define target segments, primary use cases, and expansion opportunities across web, mobile, and in-person payment contexts
- check_circle Balance partner, build, buy, and deprecate decisions to accelerate GPV growth and customer impact
- check_circle Drive payment integrations and checkout UX across Acuity's web and mobile surfaces
- check_circle Leverage relationships with external partners to address areas of opportunity where Acuity can serve customers in a distinctive way
- check_circle Partner with marketing to launch new products, with customer operations to develop excellent merchant support, and with analytics to monitor engagement and evaluate success
- check_circle Own the key metrics for your business area, explain trends, and build shared understanding across teams and stakeholders
- check_circle Create alignment across stakeholders through clear narratives, documentation, and prioritization frameworks
Prerequisites & Qualifications
- check 6–8+ years of product management experience in SaaS or consumer software, with a track record of shipping products that drive measurable business outcomes
- check Deep experience with payments, fintech, or transaction products, including third-party integrations, checkout UX, and payment infrastructure
- check Experience leading mobile product development across iOS and Android surfaces
- check Strong data and financial analysis skills, with experience sizing opportunities and validating demand
- check High technical fluency; comfortable partnering on complex workflows, data models, and platform integrations
- check Proven ability to define the right problem before designing solutions, resistant to premature solutioning
- check Excellent communication and interpersonal skills, with demonstrated ability to align cross-functional teams around business goals
- check Customer-obsessed, with a history of conducting research, customer interviews, and usability testing to inform decisions
- check Comfortable challenging default approaches when they conflict with user or commercial outcomes
- check Experience with in-person payments, POS integrations, or hardware-adjacent product work (Nice to have)
- check Familiarity with scheduling, booking, or operational tools for SMBs (Nice to have)
About Squarespace Greenhouse Board
Verified hiring organization details.
Squarespace Greenhouse Board refers to the centralized recruitment and talent acquisition infrastructure utilized by Squarespace, a New York City-based technology company specializing in website building and hosting platforms. The board serves as the primary interface for managing the company's global hiring pipeline, candidate tracking, and talent operations, facilitating the recruitment of engineering, product, and design talent to support the company's integrated suite of web publishing tools and e-commerce solutions.