Senior Manager of Accounting, Headway
$130.6-204k
+ Equity. Salary dependent on candidates location
Therapist-by-insurance marketplace
Be an early applicant
Therapist-by-insurance marketplace
1001+ employees
Be an early applicant
$130.6-204k
+ Equity. Salary dependent on candidates location
1001+ employees
Company mission
To build a new mental healthcare system, rewired for access and affordability.
Role
Who you are
- 10+ years of accounting and/or audit experience, including at least 5 years managing a team
- A Bachelor's degree in Accounting, Finance, or another relevant field (CPA preferred but not required)
- Strong working knowledge of US GAAP and experience leading month-end close in a high-growth environment
- Public accounting (Big 4 or large firm) and/or in-house experience at a high-growth or pre-IPO company
- History of utilizing LLM’s such as Claude to automate processes
- A track record of coaching and developing accounting talent
- Hands-on experience with Netsuite (and ideally Numeric and Ramp), and a bias toward using technology to scale accounting operations
- Strong communication and interpersonal skills, with the ability to influence senior stakeholders and partner effectively across functions
- A proactive, ownership mindset and the ability to thrive in a fast-paced, ambiguous environment
What the job involves
- As Headway's Senior Accounting Manager, you will lead day-to-day accounting operations and help establish scalable financial processes during a period of rapid growth. You'll manage a team of four accountants, owning month-end close, financial reporting, and technical accounting under US GAAP.
- This is a hands-on leadership role: you'll coach a high-performing team while partnering cross-functionally with Finance, People, Legal, Data, Product, and Engineering to ensure accurate and timely reporting. This role offers an opportunity to apply strong leadership, technical accounting expertise, and creative problem-solving to make a lasting impact on Headway's operations and audit readiness
- Manage and develop a team of 3+ accountants — setting priorities, reviewing work, providing feedback, and coaching them on technical accounting and process improvements
- Take a lead in automating accounting workflows using AI and LLMs (e.g., journal entry preparation, reconciliations, flux analysis, audit support), and lead the team in adopting these tools responsibly
- Own the month-end, quarter-end, and year-end close process end-to-end, ensuring journal entries, reconciliations, accruals, and account analyses are accurate, complete, and delivered on schedule
- Review and approve journal entries, balance sheet reconciliations, and flux analyses prepared by the team
- Lead technical accounting research and policy setting under US GAAP, including documenting accounting positions and memos for complex transactions
- Support the annual audit by coordinating PBC requests and responses across the team, partnering with the Assistant Controller (who serves as the primary point of contact for external auditors.)
- Partner with the People team to oversee payroll accounting and reconciliations, and with cross-functional teams (Finance, Data, Engineering, Product) to scale accounting operations
- Drive process improvements and automation initiatives across the accounting function, leveraging tools like Netsuite, Workday, and Ramp to reduce manual work and improve controls
- Lead or sponsor strategic accounting projects, coordinating cross-functional partners and delivering measurable business impact
Our take
In the US, 1 in 4 citizens are living with treatable mental health conditions. But a vast majority of people are unable to access the care they need, often due to cost. Headway connects clients with therapists who accept insurance as payment, and provides independent practitioners with the tools and resources needed to both serve their patients and manage administrative workloads.
Headway’s concept is timely, with national mental health under particular strain following recent events. The company facilitates over 600,000 appointments per month and has attracted backing from the likes of Accel and Google Ventures. It is working to broaden its presence across the US while building out its product and pursuing the application of AI in health care.
Freddie
Company Specialist at Welcome to the Jungle
Insights
64% employee growth in 12 months
Company
Funding (last 2 of 6 rounds)
Jul 2024
$100m
LATE VC
Oct 2023
$125m
SERIES C
Total funding: $327m
Company HQ
Tribeca, New York, NY
Leadership
Andrew Adams
(Founder & CEO)Prior to founding Headway in 2017, Andrew was a Product Analyst at Spring Inc.
Share this job
View 42 more jobs at Headway