Strategy & Operations Lead

San Mateo Remote February 22, 2026 Full Time

Why Promptfoo

Promptfoo is an open-source framework for evaluating AI agents, red teaming, and AI application security. Over 250,000 developers use it to test LLMs, LLM-powered applications, and agent behavior across tools and models, and plug into CI/CD. Promptfoo is the most popular open-source AI red-teaming framework and is growing quickly. Promptfoo is backed by Insight Partners and Andreessen Horowitz and is based in San Mateo, CA (SF Bay Area).

About the Role:

The Strategy & Operations Lead will report to the Head of Strategy & Operations and help drive some of the company’s highest-impact initiatives. You’ll take projects from idea to execution, combining structured thinking with hands-on work. This role works across strategy, operations, and execution to help the company scale quickly and efficiently.

What You Will Be Doing:

  • Support strategic planning through analysis, research, and scenario evaluation high-impact, and execution on high-impact company initiatives

  • Own day-to-day operations across finance, people ops, and tooling — including procurement, vendors, renewals, and reporting

  • Identify operational gaps, implement process improvements, support enterprise readiness efforts (audits, internal controls)

  • Build and maintain budgets, dashboards, and key operational metrics

  • Use metrics and financial modeling to guide decisions, prioritize work, and maintain clear performance dashboards

  • Document processes, playbooks, and learnings so improvements stick as the company grows

Who You Are:

  • 3+ years of experience in strategic operations at a high-growth startup (Series A - Series D), investment banking, or management consulting

  • Strong analytical skills with excellent attention to detail

  • Experience owning and managing multiple projects in fast-moving environments while balancing speed and quality

  • Clear communicator who can work effectively with cross-functional teams at all levels of the organization


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