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 ASVAB tutor to work with students preparing for the exam across a wide range of subject areas, including arithmetic reasoning, mechanical comprehension, electronics information, auto and shop information, general science, and English expression. This role also includes helping students build knowledge in areas like U.S. government and Constitution, political science, national security, international relations, history and culture, geography, and economics, along with core test-taking skills like analytical reasoning, assembling objects, and situational judgement. Tutors assess each student's starting point, create a tailored study plan, and teach test prep strategy to help students build accuracy, pacing, and confidence leading up to test day. Ideal candidates have a strong ASVAB score, prior tutoring or teaching experience, and a clear, structured approach to breaking down complex material. Tutors 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.