Senior Manager, Accounting

About the role

The Senior Accounting Manager will lead day-to-day accounting operations and help establish scalable financial processes during a period of rapid growth. They will 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, involving coaching a high-performing team while partnering cross-functionally with Finance, People, Legal, Data, Product, and Engineering to ensure accurate and timely reporting.

Responsibilities

• 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.

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.

Qualifications

• Diverse background and experience, reflecting the diversity of the problem we are trying to solve.
• Commitment to Headway's values and mission.

Skills

• Strong leadership and management skills.
• Technical accounting expertise.
• Experience with AI and LLMs (e.g., Claude).
• Experience with Netsuite, Workday, and Ramp.
• Ability to drive process improvements and automation initiatives.
• Excellent communication and interpersonal skills.

Benefits

• Opportunity to apply strong leadership, technical accounting expertise, and creative problem-solving to make a lasting impact on Headway's operations and audit readiness.
• Work with a dynamic and innovative team focused on transforming mental healthcare.
• Competitive compensation package, including equity options.
• Flexible work arrangements to support work-life balance.
• Comprehensive benefits package, including health insurance, retirement plans, and paid time off.

Pay

• Competitive salary based on experience and qualifications.

Schedule

• Full-time position.