Senior Director, FP&A

About the role

As Senior Director of FP&A, you will lead a high‑performing finance team and serve as a strategic partner to the President and executive leadership team, shaping the company’s financial strategy, operating decisions, and long‑term growth trajectory. You will own the P&L across all product lines, driving accountability, visibility, and informed decision‑making across the portfolio. At the forefront of finance transformation, you will champion the evolution of FP&A through AI‑enabled tools, automation, and scalable processes that modernize how we plan, analyze, and deliver insights. You will report to the Vice President of Finance & Revenue Operations and be based in our New York City headquarters. Squarespace is a design‑driven platform helping entrepreneurs build brands and businesses online, empowering millions of customers in more than 200 countries and territories with the tools they need to create an online presence, build an audience, monetize, and scale their business.

Responsibilities

• Team Leadership & Finance Capability Building: Build, lead, and develop a high‑performing FP&A team; create a culture of strategic thinking, operational excellence, accountability, and continuous improvement; establish scalable FP&A practices, processes, and standards; hire, develop, and retain top talent.
• Senior Advisor to the President & Executive Leadership Team: Serve as a key strategic advisor to the President; partner with the executive leadership team to evaluate financial implications of business strategies, resource allocation, investments, and growth initiatives; provide actionable recommendations for executive and board audiences; translate complex data into clear narratives; lead preparation of executive and board‑level financial presentations (monthly performance reviews, long‑range planning); support M&A and corporate development with financial analysis and due diligence.
• Product P&L Ownership & Business Performance: Own end‑to‑end P&L accountability across all product lines; lead the annual budgeting process and monthly rolling forecast cycle; conduct variance analysis, scenario modeling, and profitability analysis to inform pricing, investment, and resource allocation; establish accountability framework by partnering with product and business leaders to drive profitability and optimize investments.
• Finance Transformation & AI: Lead the evolution of FP&A through automation, analytics, and AI‑enabled tools; identify opportunities to simplify and scale financial processes while reducing manual reporting; drive consistent, scalable planning and reporting practices across the organization.

Requirements

• 15+ years of progressive experience in financial planning and analysis, corporate finance, or related strategic finance roles, with experience supporting complex, multi‑product businesses.
• 8+ years of experience leading and developing high‑performing finance teams.
• Proficient at understanding and proactively communicating the financial implications of business decisions and dynamics.
• Experience preparing and presenting financial analysis, forecasting, and recommendations to executives and senior‑level stakeholders that drive business results.
• Demonstrated experience applying intellectual curiosity to uncover insights and drive differentiated outcomes.
• Experience developing and driving financial budgeting and forecasting.
• Exceptional analytical and modeling skills with the ability to synthesize and analyze data to create useful information and concise analysis.
• Demonstrated experience building scalable finance processes and driving operational improvements through technology, automation, and data‑driven solutions.
• Keen eye for detail while able to present macro trends to the highest levels of management.
• Exceptional communication, executive presence, and storytelling skills with the ability to influence stakeholders across all levels of the organization.

Benefits

• Choice between medical plans with option for 100% covered premiums (medical, dental, vision).
• Supplemental Life and Disability Insurance plans.
• Fertility and adoption benefits.
• Headspace mindfulness app 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 to community organizations.
• 7 Global Employee Resource Groups (ERGs).
• Dog‑friendly workplace.
• Free lunch and snacks.
• Private rooftop.
• Hack week twice per year.

Pay

Cash compensation range: $272,000 – $320,000 (base salary; may vary based on job‑related criteria such as skills, experience, and location). Eligible for stock option grants.