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 Communication & Public Speaking Coach to work with clients looking to strengthen how they communicate and present themselves. This role includes teaching core presentation skills and effective communication techniques, as well as helping clients build active listening, nonverbal communication, and cross-cultural communication skills. Coaches also guide clients on persuasion and influence, negotiation skills, and conflict resolution, while helping them apply emerging tools like AI fundamentals and AI automation to their communication work. Ideal candidates have hands-on experience in communication, public speaking, or a related field (as a speaker, trainer, or industry professional), a strong track record of helping others communicate with clarity and confidence, and a clear, structured approach to coaching clients through both skill building and real-world application. 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.