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Leland via Ashby

Small Business Coach

Level not stated United States
still open verified 2d ago posted 60d ago checked 4h ago
Apply at jobs.ashbyhq.com

This is the employer's own posting, not a copy on a job board.

What we know

Is it still open?

Confirmed still open

Last checked 2d ago — checked against the employer's own applicant tracking system, which is the company answering directly.

We re-read the employer's own applicant tracking system and the posting was still there. That is the company answering directly.

Check this listing's status as JSON

How old is it?

Posted 60d ago

The date the source published, not the day we noticed it (2026-07-17). Last seen at its source 4h ago.

Is it remote?

Remote - USA

That is the location the employer filed this posting under. Quoted as written — we do not re-word the source's own location.

Who may apply?

United States

The description states no restriction of its own. This is the source's own tag.

Pay not stated

Similar roles pay $110k–190k/yr

Middle 50% of 639 listings that do state pay — Operations · all levels · United States · USD/year. This employer has published no salary; this is what comparable listings we hold disclose, never converted between currencies or periods. How this is calculated.

Skills named in the ad

MentoringSocial Media Management

Recognised terms only, from a fixed vocabulary — this is what CV matching compares against.

Carried by 1 source

The listing

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 small business coach to work with entrepreneurs building and growing their own businesses. This role includes guiding owners through business operations, financial planning, financial accounting and reporting, and hiring, as well as building a strong sales strategy and customer service approach. Coaches also support growth through digital marketing, social media strategy, web development, and applying AI fundamentals, AI agents, and AI automation to modern business operations. Ideal candidates have professional experience running or advising small businesses, prior coaching or mentoring experience, and a clear, structured approach to helping owners navigate both the operational and strategic sides of their business. Coaches set their own hours and rates, host sessions virtually, and partner with our team to deliver a high-quality, supportive experience for every business owner.

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.

Apply at jobs.ashbyhq.com