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2025’s Online Education Shakeup Claims Another: Skillshare’s CEO Departs

Matt Cooper exits after nine years as the creative learning platform shows signs of struggle, from outdated press pages to courses appearing on rival Coursera.

2025 is proving to be a tough year for CEOs at online education companies. Following changes at Coursera and Udemy, it’s now Skillshare’s turn to appoint a new CEO.

I learned about this when Matt Cooper announced his departure on LinkedIn. He had been with the company for almost nine years, serving first as COO before becoming CEO. Although Skillshare published a press release, its official channels have been quiet, and its press page hasn’t been updated since July 2023, a small telling signal that something isn’t right.

Think of Skillshare as Udemy’s creative cousin, offering courses that focus on hands-on projects in areas like design, photography, animation, and video. It operates on a subscription-only model, which costs $168 per year in the United States.

Skillshare pricing page showing subscription cost of $13.99 per month billed annually at $167.88, with sign-up option.
Skillshare charges $167.88 annually for its subscription, or $13.99 per month billed yearly

Skillshare’s new CEO, Paul Slavin, is a former senior executive at ABC News. The press release provides more details about his background.

In recent months, I noticed another potential sign of trouble: some Skillshare courses started appearing on Coursera. When a platform lists its courses with a larger competitor, it’s a clear indication that it is likely struggling for revenue and is willing to sacrifice brand exclusivity for greater reach.

Screenshot of Skillshare 1-on-1 Sessions page showing instructor profiles with names, photos, expertise, and session prices across categories like art, design, writing, and music.
Skillshare’s 1-on-1 Sessions, launched after its Superpeer acquisition.

Skillshare’s last major strategic play was its acquisition of Superpeer last year. This move has allowed the company to expand its offerings beyond online classes to include 1-on-1 coaching and a shop for digital products including brushes, ebooks, guides, and workbooks. The company has also been livestreaming on YouTube, though viewership for these videos is typically in the low hundreds.

As far as I can tell, none of these have produced results that would satisfy a VC-backed company, so as Matt Cooper said in his LinkedIn note, “It’s time for new leadership, fresh ideas, and the next chapter.”

Dhawal Shah Profile Image

Dhawal Shah

Dhawal is the CEO of Class Central, the most popular search engine and review site for online courses and MOOCs. He has completed over a dozen MOOCs and has written over 200 articles about the MOOC space, including contributions to TechCrunch, EdSurge, Quartz, and VentureBeat.

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