Senior Manager, Accounting

Headway

5d•$130,560 - $204,000

About The Position

Headway's mission is to fix the mental healthcare system by building a new system everyone can access. They have automated the administrative work of credentialing, claims, and payment reconciliation, which are major barriers to care. Over 75,000 providers across all 50 states use their software, serving over 1 million patients. Headway is building tools for therapists to run their practices, improving the experience of finding a therapist, and investing in platform foundations for scale. They are a Series D company with over $325M in funding, seeking exceptional individuals to help achieve their mission and make this the most meaningful career experience for their employees.

Requirements

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

Nice To Haves

CPA preferred but not required

Responsibilities

Manage and develop a team of four 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.