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Break Into AI Careers Coach

Leland — Tracked from its ashby job board

Remote - USA Remote Mid Posted Mar 16, 2026

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 seeking professionals working in AI roles at established AI companies to coach students and early-career candidates looking to break into AI careers. Coaches help mentees prepare for recruiting through resume reviews, interview preparation, and guidance on navigating AI career paths. Ideal candidates work in AI-focused roles at leading companies and can provide practical insight into how candidates successfully break into competitive AI positions. Coaches set their own hours and rates, host sessions virtually, and partner with our team to deliver a high-quality coaching experience.

WHY LELAND?

- The chance to join a world-class team helping people achieve their career and educational dreams

- Work in a collaborative, high-energy environment where your contributions have a direct impact

- Operate in a fast-paced, AI-native environment

- We don't hire people who merely want to work for a great company; we hire people who want to make a great company

Leland is an equal opportunity employer. We encourage candidates of all backgrounds and demographics to apply.

What the index says about this role

  • First seen by JobLarper — Aug 2, 2026, 6 days ago. Older postings collect hundreds of applicants — a tailored résumé matters more the longer a role has been live.
  • Leland is hiring actively — 14 open roles indexed.

Derived from the 27,000 roles JobLarper indexes daily from official company boards — not from the job description above.

⚡ JobLarper watched this role appear on Leland's official board on Mar 16, 2026. Sign up free to get alerted minutes after roles like this go live, and tailor your real résumé to the exact description — nothing invented.

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