Squarespace

Senior Director, FP&A

Squarespace • $272K — $320K *
Finance & Insurance
11 - 15 years of experience
Job Overview by Ladders

Qualifications

  • 15+ years in financial planning and analysis, corporate finance, or strategic finance roles
  • 8+ years leading and developing finance teams
  • Strong ability to communicate financial implications of business decisions
  • Experienced in preparing and presenting financial analysis to executives
  • Exceptional analytical and modeling skills
  • Proficient in building scalable finance processes using technology
  • Keen attention to detail with macro trend presentation skills

Responsibilities

  • Lead and develop a high-performing FP&A team focused on strategic and operational excellence
  • Establish scalable FP&A practices to deliver accurate insights and foster business partnerships
  • Serve as a strategic advisor to the President and executive team on financial strategies
  • Prepare executive and board-level financial presentations and recommendations
  • Own end-to-end P&L accountability across all product lines and drive financial performance
  • Lead annual budgeting process and frequent forecasting while identifying risks and opportunities
  • Drive FP&A evolution through automation, analytics, and AI tools for enhanced operational efficiency

Benefits

  • 100% covered premiums for medical, dental, and vision insurance plans
  • Supplemental life and disability insurance
  • Fertility and adoption benefits
  • Headspace mindfulness app subscription
  • Global Employee Assistance Program
  • Employer-matched retirement benefits
  • Flexible paid time off
  • 12 weeks paid parental leave and family care leave
  • Pretax commuter benefit
  • Education reimbursement
  • Employee donation match to community organizations
  • Access to 7 Global Employee Resource Groups (ERGs)
  • Dog-friendly workplace
  • Free lunch and snacks
  • Access to a private rooftop
  • Hack week held twice a year
Full Job Description
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.
You'll Get To...

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 for executive and board-level audiences
  • 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 decisionmaking

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
Who We're Looking For
  • 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 & Perks
  • A 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 to community organizations
  • 7 Global Employee Resource Groups (ERGs)
  • Dog-friendly workplace
  • Free lunch and snacks
  • Private rooftop
  • Hack week twice per year
Cash Compensation Range: $272,000 - 320,000

The base salary for this position will vary based on job-related criteria including relevant skills, experience, and location, among other factors.

In addition to the cash compensation above (which includes base salary and, where applicable for eligible roles, may include overtime pay), Squarespace employees are eligible to be granted an option to purchase our common stock. Sales positions generally offer a competitive On Target Earnings (OTE) incentive structure in addition to base salary.

About Squarespace

Squarespace is a website building and hosting company headquartered in New York City. The company provides a platform that allows users to create and manage websites, blogs, and online stores. Squarespace was founded in 2003 by Anthony Casalena and has since grown to become one of the leading website building and hosting platforms in the world. The company has over 1,200 employees and serves millions of customers worldwide. Squarespace is known for its user-friendly interface, customizable templates, and powerful e-commerce tools.
Learn more about Squarespace
Size
1,200 employees
Market Cap
$2.9 billion
Industry
Founded
2003
NASDAQ

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