Pageant Coach

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 pageant coach to work with contestants preparing to compete at the local, state, or national level. This role includes interview prep and public speaking to help contestants communicate clearly and confidently, as well as stage presence and walk technique to strengthen their presentation on stage. Coaches also support talent development, wardrobe and styling, and platform development to help contestants build a compelling personal cause or message.

Additional focus on confidence building helps contestants perform at their best under pressure. Ideal candidates have firsthand pageant competition or coaching experience, prior experience serving as a pageant judge, and a clear, structured approach to helping contestants prepare for every phase of competition. Coaches set their own hours and rates, host sessions virtually, and partner with our team to deliver a high-quality, supportive experience for every contestant.

• 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.