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 Dental Residency Coach to work with students navigating the dental residency application process from start to finish. This role includes helping students with specialty selection and program selection, and building an overall application strategy and match strategy. Coaches also support students with personal statement and essay writing, resume review, and securing strong letters of recommendation. Additional guidance includes preparing for interviews, navigating financial aid & scholarships, understanding licensing requirements, discussing clinical rotations, and developing a waitlist strategy when needed. Ideal candidates have strong knowledge of the dental residency and match process (as a former program director, resident, or industry professional), a track record of helping students put their best applications forward, and a clear, structured approach to guiding students through a stressful and high-stakes process. Coaches set their own hours and rates, host sessions virtually, and partner with our team to deliver a high-quality, supportive experience for every student.

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.