Career Coach

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 Career Coach to work with clients navigating career planning, job searching, and professional growth. This role includes helping clients with general exploration of career paths, developing job search strategies, and leveraging AI-powered job search tools to work more efficiently. Coaches also support clients with resume review and cover letter guidance, interview prep, personal branding, and professional networking, along with broader networking strategy, salary negotiation, and leadership development. Additional support includes skill building and guidance for those pursuing freelancing opportunities. Ideal candidates have hands-on experience guiding professionals through career transitions and growth (as a career coach, recruiter, or industry professional), a strong understanding of today's job market, and a clear, structured approach to coaching clients through both practical job search tactics and long-term career development. 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.