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Leland

Break Into AI Careers Coach

Remote - USA
Level
Mid
Work type
Remote · US only

Not stated in the posting: salary, visa.

Open. First seen 2 October 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.

Leland's standard text

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 this role asks for

70% of this description is written for the role. The rest is Leland's standard text, folded away below.

Compared with Leland's other open jobs.

The team: Coaches

This role is one of 13 open in Coaches.

WHAT THE TEAM WORKS WITH, ACROSS ITS POSTINGS

LLM (2 of 13)

OTHER ROLES ON THIS TEAM

From the team and dates on Leland's own job board.

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