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 sales coach to work with students and professionals building careers in sales. This role includes teaching core skills in B2B sales, sales strategy, closing techniques, negotiation skills, and presentation skills, as well as guiding students through CRM automation, outbound automation, and applying AI agents and AI fundamentals to modern sales workflows. Coaches also support the career side of the journey, including resume review, cover letters, LinkedIn review, interview prep, and salary negotiation, as well as promotion strategy, networking strategy, and freelancing for those pursuing independent work. Ideal candidates have professional ex... Click Apply to read the full job description.