Military Careers Coach

Leland • ,

2d • Remote

About The Position

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 military coach to work with service members and veterans looking to grow their skills and navigate their careers, as well as individuals looking to break into a military career. This role includes guidance on military strategy, military training, combat tactics, and leadership development, as well as helping clients navigate veterans affairs and their transition or career path with resume review, interview prep, networking strategy, salary negotiation, and ongoing skill building. Ideal candidates have hands-on military experience, prior coaching or mentoring experience, and a clear, structured approach to helping clients grow both their expertise and their career. 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.

Requirements

• Hands-on military experience.
• Prior coaching or mentoring experience.
• Clear, structured approach to helping clients grow expertise and career.

Responsibilities

• Provide guidance on military strategy, military training, combat tactics, and leadership development.
• Assist clients in navigating veterans affairs.
• Support clients with their transition or career path.
• Conduct resume review.
• Provide interview preparation.
• Develop networking strategies for clients.
• Assist with salary negotiation.
• Facilitate ongoing skill building for clients.
• Host coaching sessions virtually.
• Partner with the Leland team to deliver a high-quality, supportive client experience.

Benefits

• 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

What This Job Offers

• Career Level: Mid Level
• Education Level: No Education Listed