AI Operations Lead

Squint AI Ops RoleWe're hiring for AI Ops, a new role on our Strategy team focused on operationalizing AI inside Squint itself. Squint builds an AI-native platform for our customers — this role makes sure we're using AI just as effectively to run our own company. You'll build and ship internal AI agents and workflows, own how we evaluate whether they're actually working, and partner across the company to find where AI can replace busywork with real leverage.What You'll DoBuild real things: You'll design, build, and ship AI agents and automations that make internal teams (Support, Ops, GTM, and beyond) faster and more effective.Own quality, not just adoption: You'll build the evaluation frameworks and monitoring that tell us whether an AI workflow is actually working — not just whether it's live.Find the leverage: You'll partner cross-functionally to identify which workflows are worth automating, and which should stay human, and make that call based on evidence.Drive adoption: Shipping a good agent is half the job — you'll also make sure teams actually adopt and trust it.About YouYou've actually built and shipped AI tools or agents — this isn't a roadmap-ownership role.You're fluent with modern AI coding and agent tooling (Cursor, Claude Code, or similar).You can talk to both a technical engineer and a non-technical operator about the same problem.You care as much about whether something works as whether it shipped.What You'll Bring2-5+ 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 (a portfolio or examples are a strong plus).Comfort with light coding or low-code/agent tooling.Strong written and verbal communication skills for cross-functional influence.BenefitsCompetitive Salary and EquityComprehensive Medical, Vision, and Dental careFlexible PTO PolicyLunch and Dinner ServiceWellness BenefitMaven Family Planning BenefitsPartnership with Care.comMental Health Services401(k) Retirement PlanPre-Tax Commuter Benefit for Parking & Public TransitCompany-wide RetreatsSubsidized Uber to and from the officeA Final NoteWe are committed to creating a diverse and inclusive workplace. Squint is an equal opportunity employer, welcoming applicants from all backgrounds without regard to race, gender, age, or any other protected characteristic. We encourage you to apply even if you're not quite sure you fit all the requirements for the role! Ready to redefine the future? Join us at Squint and be a part of something revolutionary.