Leland
Education & EdTechDirect Ashby career site

Comedy, Stand-Up & Improv Coach

Location
Remote (US)
Job type
Contract
Level
Mid-level
Listed
31 days ago

Skills & highlights for this role

  • stand-up comedy technique
  • improv training
  • comedy timing
  • joke writing

Also useful

  • performance coaching
  • audience engagement
  • comedy branding

About Leland

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 Comedy, Stand-Up & Improv Coach to work with clients looking to develop and grow their comedy careers. This role includes teaching core stand-up comedy techniques, improv training, and comedy timing, as well as helping clients sharpen their joke writing and comedy writing skills.

Coaches also support clients with performance coaching, audience engagement, and branding for comedians, along with practical guidance on open mics, show production, and touring strategy.

On the career side, coaches offer resume review, LinkedIn review, and cover letter guidance, plus interview prep, networking strategy, and salary negotiation, along with broader skill building and support for those pursuing freelancing opportunities in comedy.

Ideal candidates have hands-on experience in stand-up, improv, or comedy writing (as a performer, writer, or industry professional), a strong understanding of what it takes to succeed on stage and build a comedy career, and a clear, structured approach to coaching clients through both craft and career growth.

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
Read the original posting

From Leland's careers page, first listed on Rolev.ai on October 10, 2026. Rolev.ai is not the employer.

How Rolev.ai helps with this application

Rolev.ai is a job search and application tool for US job seekers. For this Comedy, Stand-Up & Improv Coach role at Leland, it shows how your resume fits, tailors your resume to the posting, and prepares the application for you to review.

  • See how you fit

    Openings from employer career sites are ranked against your whole resume—and searchable inside Claude, ChatGPT, and Cursor via Rolev.ai MCP.

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Common questions

Where is the Comedy, Stand-Up & Improv Coach job at Leland located?

Yes, this Comedy, Stand-Up & Improv Coach opening at Leland is listed as Remote (US). Always check Leland's application page for specific state eligibility or relocation policies.

What qualifications are required for Comedy, Stand-Up & Improv Coach at Leland?

For the Comedy, Stand-Up & Improv Coach role, Leland highlights experience with stand-up comedy technique, improv training, comedy timing, joke writing. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.

How do I apply for the Comedy, Stand-Up & Improv Coach position at Leland?

This listing links directly to Leland's Ashby application page. You can apply directly on Leland's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Ashby application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.