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Squint.AiSquint.AiSan Francisco, CA

AI Operations Lead

Lead AI Operations by building, shipping, and evaluating internal AI agents and workflows to automate busywork and drive leverage across Support, Ops, GTM and other teams. Requires hands-on experience shipping AI tools plus strong cross-functional communication.

150k – 190k/yr
On-site2+ YOEOther

About the role

What You’ll Do

  • Design, build, and ship AI agents and automations that make internal teams (Support, Ops, GTM, and beyond) faster and more effective.
  • Build evaluation frameworks and monitoring to determine whether AI workflows are actually working.
  • Partner cross-functionally to identify workflows worth automating versus those that should remain human, based on evidence.
  • Drive adoption of shipped AI agents to ensure teams actually use and trust them.

About You / What You’ll Bring

  • 2-5+ years of experience in business operations, strategy, technical program management, or applied AI, with hands-on building experience.
  • Demonstrated experience shipping AI-powered tools, prototypes, or automations (portfolio or examples strongly preferred).
  • Fluent with modern AI coding and agent tooling (Cursor, Claude Code, or similar).
  • Comfort with light coding or low-code/agent tooling.
  • Strong written and verbal communication skills for cross-functional influence.
  • Ability to discuss problems with both technical engineers and non-technical operators.
  • Care as much about whether something works as whether it shipped.

Benefits

  • Competitive Salary and Equity
  • Comprehensive Medical, Vision, and Dental care
  • Flexible PTO Policy
  • Lunch and Dinner Service
  • Wellness Benefit
  • Maven Family Planning Benefits
  • Partnership with Care.com
  • Mental Health Services
  • 401(k) Retirement Plan
  • Pre-Tax Commuter Benefit for Parking & Public Transit
  • Company-wide Retreats

Skills

AI AgentsAi AutomationsEvaluation FrameworksAi MonitoringCursorClaude CodeLow-Code ToolingAgent Tooling

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