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 professionals who use AI in sales and marketing at well-known, reputable companies to coach students and professionals looking to apply AI in go-to-market roles. Coaches help mentees leverage AI for lead generation, outbound and inbound workflows, content creation, personalization, and campaign optimization. Ideal candidates have hands-on experience using AI to drive measurable sales or marketing outcomes and can translate that experience into clear, practical guidance. Coaches set their own hours and rates, host sessions virtually, and partner with our team to deliver high-impact coaching.

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.