Senior Financial Analyst, GTM

Senior Financial Analyst, GTM at Headspace

Join to apply for the Senior Financial Analyst, GTM role dspace is seeking a strategic and detail-oriented Senior Financial Analyst, GTM to join our FP&A team, with a focus on Forecast to Cash.

What you will do

• Lead the Forecast to Cash processes – owning models and forecasts that connect bookings, revenue recognition, collections. Partner with Sales, GTM, Accounting, and FP&A teams to drive accuracy and strategic insight across annual budgeting, weekly business updates, quarterly reforecasting, and long‑range planning.

• Develop and evolve scalable reporting frameworks that synthesize bookings, revenue, and cash trends into actionable insights for Finance leadership and cross‑functional stakeholders.

• Analyze key revenue performance metrics—including GRR, NDR, Churn, and ARR—across customer, product, and channel segments to assess performance, improve forecast precision, and uncover growth opportunities.

• Perform monthly variance analysis for revenue, bookings, and cash flow—translating findings into executive‑ready narratives that highlight risks, performance drivers, and strategic recommendations.

• Continuously optimize forecasting models and reporting processes, identifying automation and standardization opportunities to enhance accuracy, scalability, and efficiency.

• Serve as a strategic financial partner to Accounting, GTM, and Deal Desk—collaborating on revenue recognition nuances, complex deal structures, and commissions modeling to ensure alignment across the Quote‑to‑Cash ecosystem.

• Drive strategic insights and operational alignment between Finance and business partners, enabling data‑driven decision‑making across the organization.

What you will bring

Required Skills

• 4+ years of financial analysis and budgeting experience, including revenue, cash planning, and GTM commissions.

• Excellent analytical and financial modeling skills, with strong attention to detail and organizational abilities.

• Deep understanding of financial principles, including bookings, revenue and cash flow forecasting.

• Experience analyzing revenue performance metrics such as GRR, NDR, Churn, and ARR across customer and product segments.

• Experience with GTM partnership and SFDC.

• Strong written and oral communication skills with experience in presenting to senior management with confidence, conviction, and credibility.

• A self‑starter who demonstrates initiative in shaping financial insights and improving forecasting frameworks across the business.

• 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.

Compensation

The anticipated new hire base salary range for this full‑time position is $79,200–$110,000 plus equity and 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.

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.

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…