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 skilled trades coach to work with students and professionals building careers in the trades. This role includes teaching core skills in system installation, maintenance and repair, troubleshooting, and tool and equipment operation, as well as code compliance, regulatory and safety standards, and technical certifications needed to practice. Coaches also support project management, customer service, and skill building, along with guidance on business operations and marketing for those running their own trade business, and freelancing for independent work. On the career side, coaches support resume review, LinkedIn review, interview prep, salary negotiation, and networking strategy to help students land the right role. Ideal candidates have professional experience in a skilled trade, prior coaching or mentoring experience, and a clear, structured approach to breaking down technical and business concepts. 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.