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 an experienced Business Operations & Strategy Coach to work with clients looking to break into or grow within operations and strategy roles. This role includes teaching core business strategy development, operations management, and process improvement, as well as helping clients build project management skills and apply financial analysis, competitive analysis, and market research to real business decisions. Coaches also guide clients on emerging tools like AI fundamentals and AI automation, and support the career side with resume review, LinkedIn review, and cover letter guidance, along with interview prep, networking strategy, and negotiation skills tailored to operations and strategy roles. Ideal candidates have hands-on experience in business operations or strategy (as an operations lead, strategy consultant, or industry professional), a strong track record of driving efficiency and growth, and a clear, structured approach to coaching clients through both technical and career growth. Coaches set their own hours and rates, host sessions virtually, and partner with our team to deliver a high-quality, supportive experience for every client.

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.