Leland

Medical Residency & Fellowships Coach

United States full-time Mid Salary not listed
full-time Mid level Technology & IT Curated
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About the 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 medical residency & fellowships coach to work with applicants preparing to apply to residency and fellowship programs. This role includes helping clients with specialty selection, program selection, and application strategy, developing their personal statement and essays, preparing for interview prep, guiding letters of recommendation, and navigating match strategy, clinical rotations, licensing, financial aid & scholarships, resume review, and waitlist strategy. Ideal candidates have hands-on experience with the residency or fellowship application and match process, prior coaching or mentoring experience, and a clear, structured approach to helping clients present their strongest candidacy. 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.
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.
Originally posted on Himalayas

Interview prep

Walk in with sharper answers.

Use this as a quick practice sheet before you speak with the employer.

Mid
Technology & IT Medical Residency Fellowships Coach Technology Mid level

Likely questions

  1. Tell us about work you have done that is close to the Medical Residency & Fellowships Coach role.
  2. How would you approach your first 30 days at Leland?
  3. Which of Medical, Residency and Fellowships have you used recently, and what did it help you achieve?
  4. Describe a time you solved a problem without waiting to be told exactly what to do.
  5. How do you handle busy days, changing priorities, or pressure at work?

Prepare before the call

  • A recent example that proves your experience with Medical, Residency and Fellowships.
  • One short story with a problem, your action, and the result.
  • Two examples that show the strengths listed on your CV.
  • A clear reason why this role and company interest you.
  • Your availability, preferred work style, and salary expectations.

Ask them

  • What would success look like in the first 90 days?
  • What are the main problems this hire should help solve?
  • How does the team give feedback and measure good work?
  • What does a normal working week look like for this role?
Practice line

I am interested in the Medical Residency & Fellowships Coach role because I can bring practical experience in Medical, Residency and Fellowships, learn the team quickly, and contribute to the outcomes Leland needs from this hire.

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