Senior Financial Analyst, Revenue & Cash Management

About the Senior Financial Analyst, Revenue & Cash Management at Headspace:

Headspace is seeking a Senior Financial Analyst to join our FP&A team, with a focus on revenue and cash planning. This role supports strategic financial visibility across the business through data analysis, cash forecasting, and cross-functional partnership. The ideal candidate brings strong analytical skills, attention to detail, and experience collaborating across finance and operational teams to inform financial decisions.

What you will do:

• Support the company’s revenue and cash planning processes, contributing to annual budgets and quarterly forecasts while maintaining and improving forecasting models
• Build and maintain financial reporting that summarizes trends in revenue and cash to support data-informed decision-making
• Analyze revenue performance metrics such as GRR, NDR, Churn, and ARR across customer and product segments to support forecast accuracy and surface insights
• Perform monthly variance analysis for revenue and cash, summarizing trends, risks, and opportunities for review by finance leadership
• Continuously evaluate and enhance forecasting and reporting processes, identifying opportunities to automate, streamline, and rebuild models to improve accuracy, scalability, and efficiency
• Partner with Accounting, GTM, and Deal Desk teams to understand deal structures, revenue recognition nuances, and contractual risks

What you will bring:

Required Skills:

• 5+ years of experience in investment banking, cash flow/treasury, financial analysis, budgeting, Big 4 and/or related roles
• Excellent analytical and financial modeling skills, with strong attention to detail and organizational abilities
• Deep understanding of financial principles, including cash flow forecasting, working capital management, and three statement modeling
• Experience analyzing revenue performance metrics such as GRR, NDR, Churn, and ARR across customer and product segments
• Strong written and oral communication skills with experience in presenting to senior management with confidence, conviction, and credibility
• A self-starter with a passion to learn and ability to adapt to changing business needs
• Willingness to roll up your sleeves and dig into the weeds to problem solve

Preferred Skills:

• Bachelor’s degree in Finance, Accounting, or related field
• Software experience with Salesforce
• Experience with Health benefits/ Healthcare/ Mental Health/ Wellness industries
• Familiarity with Adaptive Insights

Location:

We are currently hiring this role remotely in the US and Hybrid for San Francisco (SF) and Los Angeles (LA). Candidates must permanently reside in the US full-time.

For candidates with a primary residence in the greater SF and LA areas, this role will follow our hybrid model. You’ll work 3 days per week from our office, allowing for impactful in-office collaboration and connection, while enjoying the flexibility of remote work for the rest of the week. Your recruiter will share more details about our hybrid model.

Pay & Benefits:

The anticipated new hire base salary range for this full-time position is $79,200-$110,000 + equity + benefits.

Our salary ranges are based on the job, level, and location, and reflect the lowest to highest geographic markets where we are hiring for this role within the United States. Within this range, individual compensation is determined by a candidate’s location as well as a range of factors including but not limited to: unique relevant experience, job-related skills, and education or training.

Your recruiter will provide more details on the specific salary range for your location during the hiring process.

At Headspace, base salary is but one component of our Total Rewards package. We’re proud of our robust package inclusive of: base salary, stock awards, comprehensive healthcare coverage, monthly wellness stipend, retirement savings match, lifetime Headspace membership, generous parental leave, and more. Additional details about our Total Rewards package will be provided during the recruitment process.

About Headspace

Headspace exists to provide every person access to lifelong mental health support. We combine evidence-based content, clinical care, and innovative technology to help millions of members around the world get support that’s effective, personalized, and truly accessible whenever and wherever they need it.

At Headspace, our values aren’t just what we believe, they’re how we work, grow, and make an impact together. We live them daily: Make the Mission Matter, Iterate to Great, Own the Outcome, and Connect with Courage. These values shape our decisions, guide our collaborations, and define our culture. They’re our shared commitment to building a more connected, human-centered team—one that’s redefining how mental health care supports people today and for generations to come.

Why You’ll Love Working Here:

• A mission that matters—with impact you can see and feel
• A culture that’s collaborative, inclusive, and grounded in our values
• The chance to shape what mental health care looks like next
• Competitive pay and benefits that support your whole self

How we feel about Diversity, Equity, Inclusion and Belonging:

Headspace is committed to bringing together humans from different backgrounds and perspectives, providing employees with a safe and welcoming work environment free of discrimination and harassment. We strive to create a diverse & inclusive environment where everyone can thrive, feel a sense of belonging, and do impactful work together.

As an equal opportunity employer, we prohibit any unlawful discrimination against a job applicant on the basis of their race, color, religion, gender, gender identity, gender expression, sexual orientation, national origin, family or parental status, disability*, age, veteran status, or any other status protected by the laws or regulations in the locations where we operate. We respect the laws enforced by the EEOC and are dedicated to going above and beyond in fostering diversity across our workplace.