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 startup founders coach to work with entrepreneurs building their own companies. This role includes guiding founders through ideation, business strategy development, market research, and go-to-market strategy, as well as fundraising and venture capital strategy to help secure funding. Coaches also support branding, app development, and web development, along with applying AI fundamentals, AI agents, and AI automation to modern startup operations. Additional support includes hiring, compensation strategy, contract drafting, and legal research, as well as resume, cover letters, and interview prep for founders navigating hiring decisions or their own career transitions. Ideal candidates have professional experience founding or advising startups, prior coaching or mentoring experience, and a clear, structured approach to helping founders navigate the many facets of building a company. Coaches set their own hours and rates, host sessions virtually, and partner with our team to deliver a high-quality, supportive experience for every founder.

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.