Head of Finance

About us

smallest.ai is building next-generation AI voice agents that power intelligent customer conversations for enterprises in BFSI, financial services, and fintech. Our team works across speech, LLMs, and real-time AI systems to help businesses automate complex interactions at scale. We are backed by strong Silicon Valley investors and are scaling rapidly across the US and India.

Location: San Francisco, CA (Hybrid)

Position: Permanent

What You'll Do

• Build and maintain driver-based financial models across revenue, costs, margin, and cash flow
• Own cash flow forecasting, month-end close, revenue recognition, and balance sheet reconciliations
• Prepare monthly, quarterly, and annual management reporting; distill insights and flag risks
• Partner with the CEO on strategic decisions around hiring, investment, and capital deployment
• Manage relationships with outsourced accounting, tax, and payroll vendors
• Own accounts payable, corporate cards, expense management, and financial controls
• Support HR operations including payroll and benefits
• Coordinate with outside legal counsel on contracts, vendor agreements, and compliance
• Own office operations and facilities for our hybrid SF team

What We're Looking For

• 6+ years of progressive finance experience at a high-growth, venture-backed or bootstrapped startup
• Demonstrated ability to own FP&A end-to-end: modeling, forecasting, close, and reporting
• Meaningful use of AI tools to rethink and redesign finance workflows
• Experience with enterprise AI/SAAS businesses
• Strong command of US GAAP, revenue recognition, and financial reporting best practices
• Proficiency with QuickBooks Online and strong Excel/Google Sheets modeling skills
• Comfortable moving between strategic analysis and detailed operational work
• CPA or experience managing outsourced accounting and tax vendors is a plus

Why Join smallest.ai

• Be the senior-most finance hire at a rapidly scaling enterprise AI company
• Work directly with the CEO on decisions that shape how the business grows
• Join a high-ownership culture where your work has immediate, visible impact

If you're excited to own finance at a company building at the frontier of AI, we'd love to hear from you.