Head of Gusto Controls (AI)

Location: San Francisco, CA — hybrid. Employees based in Denver, San Francisco, or New York work from the office approximately 2–3 days per week or more depending on the role. San Francisco office expectations include the San Jose metro area.

Cash compensation: $221,275–$272,906 per year in New York/San Francisco; $188,510–$232,496 per year in Denver.

Company

hirify.global provides payroll, health insurance, retirement, and HR products for more than 500,000 small businesses.

What you will do

• Build and lead a unified internal controls function covering business process controls and IT controls.
• Own the risk-based ICFR framework, including scoping, control design, documentation, testing, issue evaluation, and remediation.
• Strengthen controls across proprietary and third-party systems supporting payroll, benefits, retirement, and financial products.
• Partner with Accounting, Finance, Product, Engineering, Data, Security, and Risk to embed control and auditability into new systems and processes.
• Define an AI-forward controls strategy using AI and automation for risk identification, evidence evaluation, testing, and monitoring.
• Lead external auditor relationships and report program health and effectiveness to senior management and the Audit Committee.

Requirements

• 12+ years of progressive experience in Big 4 accounting, internal audit, or SOX compliance in a complex, scaling organization.
• 5+ years of people leadership experience, including hiring, coaching, and developing experienced controls professionals.
• Deep knowledge of US GAAP, COSO, ICFR assessment requirements, and external auditor attestation.
• Experience across business process controls and IT controls in a technology-driven environment with proprietary applications, automated controls, complex data flows, and high transaction volumes.
• Ability to influence senior leaders and collaborate credibly with Product, Engineering, external auditors, and the Audit Committee.
• Professional certification such as CPA, CIA, or CISA is preferred.

Nice to have

• Experience in fintech, payments, payroll, or financial services.
• Experience applying AI and automation to internal controls.
• Practical understanding of risks from AI-generated code and AI-enabled financial processes.

Culture & Benefits

• Full-time employment includes competitive base pay, benefits, and RSUs.
• AI is a fundamental part of how work gets done, with expectations for continued AI fluency.
• Regular and predictable attendance is expected for office-based, hybrid, and remote work.
• Non-office work requires a secure, reliable, and consistent internet connection.
• hirify.global supports an inclusive workplace and provides reasonable accommodations during the hiring process.