Senior Director, FP&A

location_on New York City · Posted Oct 15, 2026
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Squarespace Greenhouse Board
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About the Role

As Senior Director of FP&A at Squarespace Greenhouse Board, you will lead a high-performing finance team and serve as a strategic partner to the President and executive leadership team. You will shape the company’s financial strategy, operating decisions, and long-term growth trajectory while owning the P&L across all product lines. 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.

Team Leadership & Finance Capability Building

  • 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.
  • Hire, develop and retain top talent while strengthening the capabilities required to support a growing, evolving business.

Senior Advisor to the President & Executive Leadership Team

  • 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.
  • Provide actionable recommendations for executive and board level audiences aimed at helping the company achieve financial and operational objectives. Translate complex financial and business data into clear narratives and actionable recommendations.
  • 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 to inform strategic decision-making.

Product P&L Ownership & Business Performance

  • 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.
  • Establish and lead the accountability framework across the organization by partnering with product and business leaders to drive profitability, optimize investments, and support data-driven decision making.

Finance Transformation & AI

  • 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.
  • Drive consistent, scalable planning and reporting practices across the organization to enable better business decisions.
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Key Technical Responsibilities

  • check_circle Build, lead, and develop a high-performing FP&A team, fostering a culture of operational excellence and strategic thinking
  • check_circle Serve as a strategic advisor to the President and executive leadership team to shape business priorities and investment decisions
  • check_circle Own end-to-end P&L accountability across all product lines to drive commercial visibility and portfolio-level performance
  • check_circle Lead the annual budgeting process, monthly rolling forecasts, variance analysis, and scenario modeling
  • check_circle Drive finance transformation by implementing automation, analytics, and AI-enabled planning tools
  • check_circle Prepare executive and board-level financial presentations, performance reviews, and long-range planning updates
  • check_circle Support M&A activities and corporate development opportunities with financial analysis and due diligence
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Prerequisites & Qualifications

  • check 15+ years of progressive experience in financial planning and analysis, corporate finance, or related strategic finance roles supporting complex, multi-product businesses
  • check 8+ years of experience leading and developing high-performing finance teams
  • check Proficient at understanding and proactively communicating the financial implications of business decisions and dynamics
  • check Demonstrated experience preparing and presenting financial analysis, forecasting, and recommendations to executives and senior-level stakeholders
  • check Exceptional analytical and modeling skills with the ability to synthesize data into concise insights
  • check Demonstrated experience building scalable finance processes and driving operational improvements through technology and automation
  • check Exceptional communication, executive presence, and storytelling skills to influence cross-functional stakeholders
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About Squarespace Greenhouse Board

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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.

Engineering Culture: Squarespace maintains an engineering-centric culture focused on design-led product development and high-performance web infrastructure. Their recruitment philosophy emphasizes the acquisition of talent capable of balancing aesthetic precision with scalable software architecture. The company prioritizes a collaborative, cross-functional environment where engineers are expected to contribute to the end-to-end user experience, adhering to rigorous standards for code quality, reliability, and intuitive interface design.
Senior Director, FP&A
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