Senior Director, FP&A

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.

• Build, lead, and develop a high-performing FP&A team, creating a culture of strategic thinking, operational excellence, accountability, and continuous improvement.
• Establish scalable FP&A practices, processes, and standards that enable the team to deliver accurate insights and meaningful business partnership.
• Serve as a key strategic advisor to the President, providing financial insights, recommendations, and perspectives that shape business priorities and decisions.
• Partner with the executive leadership team to evaluate the financial implications of business strategies, resource allocation decisions, investments, and key growth initiatives.
• Lead preparation of executive and board-level financial presentations, including monthly performance reviews and long-range planning updates.
• Support M&A activity and corporate development opportunities, providing financial analysis and due diligence.
• Own end-to-end P&L accountability across all product lines, driving financial performance, visibility and commercial decision-making at the portfolio level.
• Lead the annual budgeting process and monthly rolling forecast cycle, proactively identifying risks and opportunities across each business unit.
• Conduct variance analysis, scenario modeling, and profitability analysis to inform pricing, investment, and resource allocation decisions.
• Lead the evolution of FP&A through automation, analytics, and AI-enabled tools that improve efficiency, accuracy, and speed of insight generation.
• Identify opportunities to simplify and scale financial processes while reducing manual reporting and increasing time spent on strategic analysis.

• 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.
• Demonstrated experience applying intellectual curiosity to uncover insights and drive differentiated outcomes.
• 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.
• Exceptional communication, executive presence, and storytelling skills with the ability to influence stakeholders across all levels of the organization.

Cash Compensation Range: $272,000 - 320,000. The base salary will vary based on job-related criteria including relevant skills, experience, and location. In addition, Squarespace employees are eligible to be granted an option to purchase our common stock.

Benefits include: choice between medical plans with an option for 100% covered premiums including medical, dental, and 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; 7 global employee resource groups; dog-friendly workplace; free lunch and snacks; private rooftop; hack week twice per year.

Apply via the Squarespace careers page for this role.