Director, FP&A

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 70,000 providers across all 50 states run their practice on our software, serving over 1 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. 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, GV, 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.

As Headway’s Director of FP&A, you will build and manage a high-performing team overseeing corporate finance activities, operationalize KPIs to provide insight into business performance and develop best practices to ensure timely visibility into company performance. You will partner with cross-functional teams to understand performance, identify areas of opportunity, and support strategic decision-making. You will be a key player in driving coordination of strategic and financial planning processes as we scale. You will also serve as a trusted advisor and critical business partner to G&A functional leaders across the organization. This is an exciting opportunity for an experienced, detail-oriented leader who wants to make a significant impact on Headway’s growth and success.

You will: 

• Establish and drive financial planning processes, ensuring resource allocation stays within budget and forecasts are tightly linked to the company’s strategic goals
• Oversee the company-wide operating model, ensuring key inputs are linked to company growth and profitability for use in annual planning/budgeting and monthly forecasting
• Perform robust financial analysis on financial results and operating KPIs, identifying underlying trends and areas of opportunity
• Design and deliver monthly/quarterly reporting packages that tell the story behind the numbers for the exec team and Board
• Optimize systems to ensure automation of critical processes as we scale
• Support competitive intelligence, M&A and other corporate development initiatives
• Hire and develop a high-performing FP&A team to support the needs of the business
• Drive capital allocation strategy, cash management, and expense governance
• Support investor reporting, due diligence, and board-level discussions

You’d be a great fit if:

• You have 10-15+ years of strategic finance/FP&A experience at a high-growth startup, ideally including 2+ years of consulting/banking/investing
• You understand that people drive change, not spreadsheets, and are passionate about working with partners across all levels of the organization to steer progress
• You have exceptional analytical skills with the ability to drill down into the weeds while maintaining a strategic lens
• You are excited about AI and how it's reshaping finance, and you actively explore and apply AI tools to drive faster insights, greater efficiency, and smarter decision-making
• You have strong financial acumen and expertise in building financial models to support multiple business needs
• You are a curious self-starter, resourceful and have a knack for problem-solving
• You are a natural leader who enjoys hiring, mentoring and managing people to reach their highest potential 
• You’re energized by joining an early-stage startup and making immediate impact in a high-growth environment 
• You are an excellent communicator with strong interpersonal skills

Compensation and Benefits:

The expected base pay range for this position is $169,600 - $265,000, based on a variety of factors including qualifications, experience, and geographic location.

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

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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.

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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 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.