About the role
Leland is building the home for ambition in the age of AI. We connect people with the experts, programs, and communities they need to land the job, get into the school, or upskill for a world being rewritten by AI. We help businesses become AI-native through training, hiring, and infrastructure. Since our founding in 2021, we've helped tens of thousands of people reach their most ambitious goals and raised $19M from world-class investors. Ambition is sacred to us, and we've built a product that takes that seriously. We're looking for a high-agency Ops Lead to run the engine behind Leland's live AI education programs. You'll own the operational machine that makes our AI Builder Program + other AI offerings best-in-class. If you're an AI-native operator who's organized, comfortable with chaos, and ready to work like a founder, we want you on
the team. The core AI education offering today is our AI Builder Program (5 levels, designed to help anyone build with AI). We're rapidly expanding to offer more specialized AI tracks and custom cohorts for companies. You’ll be responsible for managing all day-to-day operations necessary to keep all AI education programs running. We expect you to have a consistent focus on improving the offering, driving real outcomes for customers, and on building an AI-first system that can scale. What you'll be doing: Running cohort delivery end-to-end: enrollment, schedules, Slack channels, instructor handoffs, student comms, peer review, demo days. It's your job to make sure nothing falls through the cracks. Owning the curriculum product: manage session guides, slides, and help docs from draft through shipping to the live system across multiple programs at once. Designing, creating, and improving curriculum materials Building your own AI-powered automations and workflows to move faster: Notion task boards, n8n flows, AI agents in Claude Code. If a workflow is manual, you automate it. Drafting student-facing comms in Leland's voice: emails, texts, Slack posts, reminders. Managing and coordinating instructors, TAs, and peer reviewers so they stay unblocked and on schedule. Screening, hiring, and onboarding new instructors and TAs Planning program operations weeks to months in advance, making sure we have the staffing, infrastructure, and curriculum needed to run programs. Teaching select AI education sessions so you understand what good instruction looks like and how to enable instructors to teach effectively. Your
