Skip to content
CV Rocket
Get started
How it worksThe enginePricingBlogContactSign in

Open nowPosted 21 hours ago

Director of GTM Finance

Headway94 open roles

Pay
$169,000 – $265,000 a year
Where
Remote
Work mode
Remote
Get the CV for this job

From $25 per CV, paid once. No subscription.

Your applicationOpen nowDirector of GTM FinanceHeadway · Remote

  1. YouYes, apply to this one.

  2. CV RocketCV written for this posting.

  3. 25 readersRecruiter, hiring manager, skeptic. Round after round.

  4. CV RocketApplied on Headway's own form.

The reply lands in your private mailbox

3×more interviews than doing it yourself with ChatGPT.

The clock on this job

Early applications get read.

12.3% of postings close within 7 days. Measured by our own scanner across the market. Headway postings stay open a median of 45 days.

Share of postings closed within
  1. 2.1%1 day
  2. 4.5%3 days
  3. 12.3%7 days
  4. 19.7%14 days
  5. 35.6%30 days
  6. 58.0%60 days
This job: posted 21 hours ago

Headway median: 45 days open

The posting

1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.

But we're going further. Over 90,000 providers across all 50 states run their practice on our software, serving over 2.6 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale, and building much of it with AI. We aren't just a billing layer; we are becoming the platform where care actually happens.

We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.

Headway is deploying hundreds of millions in capital across two growth engines — provider acquisition and patient acquisition. On the one hand, the two engines are economically distinct — different funnels, different metrics, different payback profiles. On the other hand, there are deeply interrelated components between the motions that (1) make the Headway marketplace work and (2) drive our ability to build a better mental healthcare system that everyone can access.

We're looking for a Director of GTM Finance to drive our financial decision making for these two growth engines. You're responsible for capital deployment, evaluating our return on investment, and helping our business leaders make good growth decisions. Ultimately your work is a critical enabler to helping providers find Headway and patients find high quality care.

WHAT YOU'LL OWN

- The revenue model and forecast. Own Headway's revenue model end to end – the driver-based architecture connecting providers, patients, funnel conversion, retention, and utilization to booked revenue.

- Capital allocation and unit economics. Facilitate smart capital allocation decisions across provider growth and patient growth, through deep understanding of CAC, LTV, payback, and channel level performance.

- Planning and capacity. Run annual planning and monthly forecasting across GTM functions. You own GTM headcount, ramp, and capacity planning in partner with business leadership.

- Team and function building. Hire, coach, and grow a high-impact GTM Finance team. Set the analytical bar, define roles and DRIs, and build the infrastructure the function runs on – models, dashboards, agentic workflows, and reporting alongside the Data team.

YOU'D BE A GREAT FIT IF…

- You've owned the forecast and capital deployment for a growth business operating at meaningful scale.

- You know growth economics cold, and you're obsessed with what's underneath the average. You move fluidly between a single channel's payback curve and the company-level view of where capital should go, building trust in business leadership on financial decision making. You make business leaders better at deciding, not just better at reporting.

- You lead a team you'd want to work for. You've managed and grown teams, you set a high bar and coach to it, and you're genuinely energized by developing people.

- You see AI as a competitive advantage for finance, not a feature to explore someday. You actively use AI tools to compress analysis and reporting cycles, sharpen scenario work, and get to insight faster — and you bring that orientation to how you build the function around you.

- You bring structure to ambiguity — fast. You set a defensible assumption, name it as an assumption, revisit it when the data comes in, and leave every process more rigorous than you found it.

Compensation and Benefits:

The expected base pay range for this position is $169,000-$265,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for 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

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 participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf

A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.

From $25, paid onceGet the CV for this job

What happens when you press

One press. We do the rest.

  1. A CV for this posting

    Written against Headway's own wording, from every piece of relevant proof in your profile.

  2. 25 readers review it

    Recruiter, hiring manager, skeptic and more read every draft, round after round. You get the best round.

    The review screen in CV Rocket: how each CV was read, round by round.

  3. We apply on Headway's form

    Our application engine gets through the hardest forms there are. Where a question needs you, AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

    An application in CV Rocket: every answer filled in on the employer's form.

  4. Every reply, sorted

    Headway's answer lands in your private mailbox, and we classify it on arrival: interview, question, rejection.

    The CV Rocket inbox: each employer reply classified as an interview, an action or a rejection.

  5. Reply with AI

    AI helps you write the email, checks it and sends it. We show you whether the recruiter read it.

  6. The interview in your calendar

    Full integration with your calendar. The invitation goes straight in.

    An interview invitation in the CV Rocket inbox, added to the candidate's calendar.
Get the CV for this job

From $25 per CV, paid once. No subscription.

Why it works

3×

more interviews than doing it yourself with ChatGPT.

ChatGPT writes a CV and never learns what happened to it. We see every reply. For each CV we know:

  • How it was written, and how the review scored it
  • When we applied, and how long after the posting went up
  • Which posting, which company, which city
  • Who got the interview, and who heard nothing

That is how we know which CVs get called.

Get the CV for this job

From $25 per CV, paid once. No subscription.

The numbers game

More applications. More interviews.

Every application goes out with its own CV, written for that posting and paid once. Send enough of them and the law of large numbers finds you the job.

Get the CV for this job
By hand5–10
With CV Rocket100
applications a day

Nearby

Live postings like this one

Same employer first, then the same role elsewhere.

Before you press

Straight answers

Get the CV for this job

From $25 per CV, paid once. No subscription.

What if my background isn't good enough?

We make the most of the background you have. The CV uses every piece of relevant proof your profile holds, and one of the 25 readers reads your whole profile and flags what the CV left out.

Do you really apply for me?

Yes, on the employer's own form, the hardest ones included. Where a question needs you, you answer it right there and AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

Is it a subscription?

No. You pay once per CV, from $25. Every application goes out with its own CV, written for that posting.

One job. One CV.
Paid once.

Pick the posting you want. We write for it, apply for you and catch the reply.

Get the CV for this job

From $25 per CV, paid once. No subscription.