Senior Director, FP&A

Squarespace; New York (NY); On-site; USD 272,000 - 320,000; Full time

Benefits offered by this job

Medical plans with premiums covered

Fertility and adoption benefits

Headspace app subscription

Flexible PTO

Parental leave: 12 weeks

Job summary

Squarespace, based in New York City, seeks a Senior Director of FP&A to lead a high-performing finance team and partner with the President and executive leadership. You will own P&L across all product lines and drive AI-enabled finance transformation.

You’ll report to the Vice President of Finance & Revenue Operations and contribute to long-range planning, board-level reporting, and strategic investment decisions.

Qualifications

• Progressive experience in FP&A, corporate finance, or related strategic finance roles.
• Experience leading and developing high-performing finance teams.

Responsibilities

• Lead Team Leadership & Finance Capability Building to develop FP&A talent and scalable practices.
• Serve as a Senior Advisor to the President & Executive Leadership Team with financial insights and strategic recommendations.
• Own end-to-end Product P&L across all product lines and lead budgeting and rolling forecast cycles.
• Drive Finance Transformation & AI initiatives to automate and scale planning and reporting.

Skills

Financial planning

Corporate finance

Executive communication

Forecasting

Leadership

Analytical modeling

Strategic finance

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 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. For more information about our company, visit https://www.squarespace.com/about/careers.

Our Commitment

Today, more than a million people around the globe use Squarespace to share different perspectives and experiences with the world. Not only do we embrace and celebrate the diversity of our customers, but we also work toward the same in our employees. At Squarespace, we are committed to equal employment opportunity regardless of race, color, ethnicity, ancestry, religion, national origin, gender, sex, gender identity or expression, sexual orientation, age, citizenship, marital or parental status, disability, veteran status, or other class protected by applicable law. We are proud to be an equal opportunity workplace.