Lead Financial Analyst, Investments

The Squarespace finance team is looking for a highly motivated and analytical Lead Financial Analyst, Investments to join our Financial Planning & Analysis (FP&A) group. This individual will serve as a key business partner across multiple functional areas, supporting core planning processes such as budgeting, forecasting, and financial analysis.

The ideal candidate will possess a strong foundation in financial modeling and business analysis, excellent communication skills, and the ability to distill complex data into actionable insights for senior leadership. This role is critical to driving financial discipline and supporting decision-making through data-driven analysis and cross-functional collaboration.

• Lead and support financial planning processes, including monthly close, forecast cycles, and annual planning across key business areas
• Partner with various business units to understand financial performance and support strategic decision-making
• Track and forecast investment areas such as headcount, software, contracted services, and other operating expenses
• Analyze spending trends, identify risks/opportunities, and deliver insights and recommendations to stakeholders
• Collaborate with recruiting and people operations teams on compensation analysis and headcount planning
• Present financial results and strategic insights to business leaders and corporate finance stakeholders
• Support automation and continuous improvement efforts to enhance FP&A processes and reporting efficiency
• Maintain financial models and dashboards that help guide business performance and long-term planning

• 6-7+ years of experience in FP&A, strategic finance, or corporate finance roles
• Bachelor's degree in Finance, Economics, Accounting, or a related field
• Expert-level Excel and financial modeling skills; experience with planning systems (e.g., Workday, Adaptive Insights, NetSuite)
• Strong attention to detail, analytical mindset, and intellectual curiosity
• Proven ability to collaborate cross-functionally and communicate complex financial topics to non-financial stakeholders
• A self-starter who thrives in dynamic environments, picks things up fast, and takes initiative without waiting for direction
• Comfortable working independently and taking ownership of workstreams in a fast-paced environment
• Strong analytical and problem-solving skills with a track record of turning data into actionable insights

• 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
• 20 weeks for parental leave and up to 12 weeks to care for an ill family member
• Pretax commuter benefit
• Education reimbursement
• Employee donation match to community organizations
• 8 Global Employee Resource Groups (ERGs)
• Dog-friendly workplace
• Free lunch and snacks
• Private rooftop
• Hack week twice per year

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 on-target commissions or overtime pay), Squarespace employees are eligible to be granted an option to purchase our common stock.

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 1,500 is headquartered in bustling New York City, with offices in Dublin, Ireland, Aveiro, Portugal, and coworking spaces in the UK, Netherlands, and Australia. For more information about our company culture, visit https://www.squarespace.com/about/careers.

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.

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