Strategic Finance Lead

Headway; San Francisco, New York (CA, NY); Remote; USD 101,000 - 149,000; Full time

Job summary

Headway is looking for a Strategic Finance Lead to optimize our marketing budget and shape our patient acquisition strategy. This cross-functional role involves deep data analysis and financial modeling to inform high-impact growth investments in the mental healthcare sector. Join us to make a difference in mental health access.

Benefits

Equity Compensation

Medical, Dental, and Vision coverage

401K

Work-from-Home Stipend

16-week parental leave

Flexible PTO

Qualifications

• 4-6 years of experience in finance or analytics.
• Proficient in Google Sheets and data analysis tools.
• Detail-oriented with strong problem-solving skills.

Responsibilities

• Build and maintain financial models for marketing efficiency.
• Analyze acquisition funnel efficiency.
• Support budget allocation and forecasting.

Skills

Financial modeling

Data analysis

Marketing analytics

Communication skills

Tools

Google Sheets

Looker

Job description

Headway’s mission is a big one – to build a new mental health care system everyone can access. We’ve built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance.

1 in 4 people in the US have a treatable mental health condition, but the majority of providers don’t accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice.

Headway was founded in 2019. Since then, we’ve grown into a diverse, national network of over 45,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We’re a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.

We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.

As a Strategic Finance Lead, you will play a key role in optimizing our marketing budget, ensuring we deploy capital efficiently to drive provider growth while shaping our evolving patient acquisition strategy. Sitting within the Strategic Finance team, this role will provide data-driven insights, modeling, and financial strategy to inform marketing investments.

This high-impact, highly cross-functional role is ideal for someone who thrives in data-driven decision-making, financial modeling, and marketing analytics. You will collaborate closely with marketing, growth, and finance leaders to assess marketing performance, CAC efficiency, TAM opportunities, and monetization strategies.

This role is an opportunity to move beyond pure finance into a marketing-finance strategy role, where data meets decision-making to drive high-impact growth investments. If you are passionate about finance, marketing analytics, and scaling a high-growth business, we’d love to hear from you.

You will:

• Build and maintain financial models that assess marketing spend efficiency, performance, and impact
• Support budget allocation, forecasting, and scenario planning to optimize marketing investments
• Analyze large datasets in Looker and Google Sheets to evaluate acquisition funnel efficiency and marketing effectiveness
• Conduct TAM analysis and market research to inform provider and patient acquisition strategy
• Ensure data accuracy and develop dashboards and reporting tools to track key marketing-finance KPIs

You’d be a great fit for this role if:

• You have 4-6 years of professional experience, ideally in a mix of financial services (Consulting / Equity Research / Private Equity) and highly analytical roles at a fast-growing company (Strategic Finance / Strategy & Ops / BizOps)
• You are highly proficient in Google Sheets (advanced formulas) and Looker (or similar BI tools) and comfortable working with large datasets
• You are detail-oriented and have a “measure twice, cut once” approach when working with financial data
• You take ownership and are a resourceful self-starter—you proactively seek context, solve ambiguous problems, and anticipate stakeholder needs
• You communicate complex insights clearly, tailoring your message for different audiences (finance vs. marketing)
• You thrive in a fast-paced, cross-functional environment and enjoy collaborating with marketing, finance, and growth teams
• You are excited about joining a mission-driven company and driving marketing efficiency to improve mental healthcare access

Compensation and Benefits:

The expected base pay range for this position is $101,320 - $149,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for performance-based variable compensation and an equity grant, depending on the position and level.

We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.

Benefits offered include:

• Equity Compensation
• Medical, Dental, and Vision coverage
• HSA / FSA
• 401K
• Work-from-Home Stipend
• Therapy Reimbursement
• 16-week parental leave for eligible employees
• Carrot Fertility annual reimbursement and membership
• 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
• Flexible PTO
• Employee Assistance Program (EAP)
• Training and professional development

#LI-LN1

We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience.

Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.

Headway employees work remotely across the US, with the option to work from offices in New York City, San Francisco and Seattle. Headway participates in E-Verify. To learn more, clickhere.

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