Smallest.com Inc. logo

Head of Finance

Job Overview

Location

San Francisco

Job Type

Full-time

Category

DevOps

Date Posted

May 28, 2026

Full Job Description

đź“‹ Description

  • • Own end-to-end finance, accounting, and operations functions for a rapidly scaling enterprise AI startup, including FP&A, cash flow forecasting, month-end close, and financial reporting.
  • • Build and maintain driver-based financial models covering revenue, costs, margins, and cash flow to support strategic decision-making.
  • • Prepare and deliver monthly, quarterly, and annual management reports, distilling key financial insights and proactively flagging risks to leadership.
  • • Partner directly with the CEO on critical business decisions related to hiring, capital deployment, investment, and growth strategy.
  • • Manage relationships with outsourced accounting, tax, and payroll vendors, ensuring accuracy, compliance, and timely execution.
  • • Oversee all accounts payable, corporate card usage, expense management, and internal financial controls to maintain operational integrity.
  • • Support HR operations including payroll processing, benefits administration, and related compliance documentation.
  • • Coordinate with external legal counsel on contracts, vendor agreements, and regulatory compliance matters.
  • • Own office operations and facilities management for the hybrid San Francisco team, including vendor coordination and resource allocation.
  • • Implement and optimize financial workflows using AI tools to improve efficiency, accuracy, and scalability of finance functions.
  • • Ensure adherence to US GAAP standards, particularly in revenue recognition and financial reporting practices.
  • • Maintain accurate balance sheet reconciliations and drive continuous improvement in financial close processes.
  • • Act as the primary finance liaison across departments, translating financial data into actionable business insights.
  • • Scale financial systems and processes to support rapid growth across U.S. and international operations.
  • • Take ownership of corporate financial governance, including audit readiness, internal controls, and documentation standards.

🎯 Requirements

  • • 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

🏖️ Benefits

  • • 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
  • • Opportunity to build finance functions from the ground up in a fast-moving AI startup

Skills & Technologies

Hybrid

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About Smallest.com Inc.

Smallest.com Inc. is a technology company focused on developing innovative solutions that simplify complex processes. Their core mission is to create user-friendly platforms and tools that make advanced functionalities accessible to a wider audience. The company aims to disrupt traditional industries by leveraging cutting-edge technology to offer efficient and cost-effective alternatives. They emphasize a commitment to continuous improvement and user-centric design, ensuring their products meet the evolving needs of their customers. Smallest.com Inc. strives to be a leader in its field by fostering a culture of creativity and technical excellence, ultimately empowering users with powerful yet simple tools.

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