Art Coach
leland
Military Career Transition Mentor
leland· Coaches
About this role
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 Career Transition Mentor to work with veterans and service members transitioning into civilian careers. This role includes guiding transitioning service members through career transition and job search strategies, as well as building leadership development and personal branding for the next chapter. Mentors also support professional networking, resume review, and interview prep, along with financial planning and navigating Veterans Affairs benefits. Ideal candidates have firsthand military experience or experience supporting veterans through career transitions, prior mentoring experience, and a clear, structured approach to helping service members translate their skills into civilian career success. Mentors set their own hours and rates, host sessions virtually, and partner with our team to deliver a high-quality, supportive experience for every veteran.
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.
Frequently Asked Questions
Is the salary disclosed for the Military Career Transition Mentor position at leland?
The salary for this Military Career Transition Mentor role at leland is not publicly listed. Click "Apply Now" to learn more about the compensation package on their official careers page.
Is the Military Career Transition Mentor job at leland remote?
Yes, this Military Career Transition Mentor position at leland is remote, with team members based in Remote - USA. You can work from home or anywhere in the supported regions.
Is the Military Career Transition Mentor role at leland full-time or part-time?
This is listed as a Contract position. It is posted as a Military Career Transition Mentor role in the Coaches department at leland.
Which team or department does the Military Career Transition Mentor at leland belong to?
This Military Career Transition Mentor position is part of the Coaches department at leland. See the full job description for more information about the team structure and responsibilities.
How do I apply for the Military Career Transition Mentor position at leland?
Click the "Apply Now" button on this page. You will be redirected to leland's official application portal hosted on ashby where you can submit your application directly.
When was the Military Career Transition Mentor job at leland posted?
This Military Career Transition Mentor position at leland was posted on Jul 17, 2026. Apply as soon as possible — early applications are often reviewed first.
Military Career Transition Mentor
leland
You'll be redirected to leland's official application page on Ashby ATS.