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 experienced Product Managers from top technology companies to coach students and early-career professionals looking to break into product management at high-growth startups, Big Tech, and Fortune 500 companies. Coaches help mentees prepare for PM recruiting through resume reviews, behavioral and product case interview preparation, and practical guidance on navigating product careers. Ideal candidates have PM experience working with students formally or informally. Coaches set their own hours and rates, host sessions virtually, and partner with our team to deliver a high-quality coaching experience.

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.