Director, GTM Finance

Headway; San Francisco, New York (CA, NY); Remote; USD 174,000 - 257,000; Full time

Job summary

Headway is seeking a Director of GTM Finance to lead strategic decision-making and resource allocation in a fast-paced environment. You'll manage a high-performing team, conduct financial analyses, and partner across various departments to support the company's growth and operational excellence.

Benefits

Equity Compensation

Medical, Dental, and Vision coverage

401K

Work-from-Home Stipend

Flexible PTO

Employee Assistance Program (EAP)

Training and professional development

Parental leave

Qualifications

• 10-15+ years of experience in high-growth tech companies.
• Strong background in GTM, strategic finance, FP&A, consulting.
• Passion for mentoring and team development.

Responsibilities

• Partner closely with GTM leaders to support decision-making.
• Conduct detailed financial performance analyses.
• Manage and mentor the GTM finance team.

Skills

Operational roles

Team management

Financial analysis

Communication

Detail-oriented

Education

Bachelor's degree or higher in finance or related field

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 Headway’sDirector, GTM Finance, you will partner closely with the GTM leaders across our revenue-generating functions to support strategic decision-making and resource allocation decisions. You will mentor and manage a high performing team and collaborate with cross-functional stakeholders to derive insights and guide detailed financial analyses in order to build scalable models. Your leadership will have a significant impact on topics such as customer acquisition, monetization, market growth and expansion. This is an exciting opportunity for an experienced, data-driven leader who thrives in a fast-paced environment and wants to be a part of defining Headway’s growth and success.

You will:

• Partner closely with Marketing, Sales, Partnerships, Customer Experience, Revenue Strategy and Product teams to track KPIs and support financial analyses and decision-making
• Conduct detailed analyses into performance trends to address any implications to team strategies and the company-wide model
• Manage, develop and mentor a high-performing GTM finance team
• Lead the development of presentations to track and convey progress on specific initiatives
• Drive operational excellence and best practices by supporting development of GTM team operating models and help drive ongoing budgeting and forecasting

You'd be a great fit for the role if:

• You have 10-15+ years of experience in operational roles at high-growth tech companies, including background in GTM, strategic finance, FP&A, strategy or management consulting
• You’re excited to work cross functionally with the business teams to develop a greater understanding of function-specific financial metrics and help course-correct where necessary
• You are a collaborator that proactively partners across teams while holding them accountable for results
• You have a passion for and experience with leading high-performing teams and managing people; you are excited about coaching team members and creating space for learning and development
• You seek an environment that fosters individual growth through open-feedback and high-autonomy
• You are extremely detail oriented and love building models and systems that scale
• You are an excellent communicator with strong interpersonal skills

Compensation and Benefits:

The expected base pay range for this position is $174,760 - $257,000, 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.

Apply for this job

*

indicates a required field

First Name *

Last Name *

Email *

Phone

Resume/CV

Enter manually

Accepted file types: pdf, doc, docx, txt, rtf

Enter manually

Accepted file types: pdf, doc, docx, txt, rtf

LinkedIn Profile

Are you authorized to work in the United States for any employer? * Select...

Will you now or in the future require visa sponsorship? * Select...

Please select your working location. * Select...

In 1-3 sentences, please tell us what brought you here and why you're interested in a role at Headway.

I understand and agree that Headway may contact additional references beyond the references you provide to validate your previous employment. * Select...

What is your Legal First Name? *

What is your Legal Last Name? *

What is your Preferred First Name? *

What is your Preferred Last Name? *

Headway Custom Demographic Questions

We believe that to build the best startup team, we must build a diverse, equitable and inclusive team. We encourage people from all backgrounds to apply to all roles, and we proactively work to design hiring processes that mitigates bias. To help us track the parity in our candidate pipelines and efficacy of our recruiting efforts, please consider answering the following demographic questions.

While completion of this survey is required, you will have the option to select “I don't wish to answer” for all questions. Your responses will be used (in aggregate only) to help us identify areas of improvement in our process.

Your responses will not be linked to your specific application and will not in any way be used in the hiring decision.