Executive 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 executive coach to work with senior leaders and executives looking to sharpen their leadership and strategic capabilities. This role includes leadership development and communication skills coaching, guidance on decision making and team management, and support with strategic planning, strategy, succession planning, and board relations. Mentors also help clients build fluency in AI fundamentals, AI strategy, and AI automation as these capabilities become increasingly central to executive decision-making. Ideal candidates have hands-on executive leadership or C-suite experience, prior coaching or mentoring experience, and a clear, structured approach to helping leaders navigate complex organizational challenges. 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.