The EdSheet Vol. 17

The Back-to-School AI Wars, Where Investors Should Keep an Eye Post-OBBB, Changing Role of University Presidents

This newsletter covers the business side of the education industry - venture funding, M&A, other financial transactions. Whiteboard Advisors also publishes a daily newsletter - What We’re Reading - of curated, industry-focused news clips and a weekly newsletter - and  Whiteboard Notes - which covers policy, industry trends, and insights from W/A CEO Ben Wallerstein.

Hello!

Back-to-School season is upon us! This is my favorite time of year, trying to keep up with new product releases, partnerships being tested, and, most importantly, new student expectations after a summer spent away from the classroom.

If you are an EdTech company hiring into the Fall Rush, I encourage you to consider bringing on an EdTech MBA Fellow

And, if you are interested in a deeper-dive discussion of new student, faculty, and administrator expectations as more universities adopt and embrace AI tools, I hope you’ll join me, The Chronicle of Higher Education’s Rick Seltzer, Auburn University Biggio Center Executive Director Asim Ali, California State University CIO Tara Hughes, and Adobe’s Dhruva Chandrasekhar next Tuesday (8/12) at 130pm ET. 

In the meantime, a few of the key topics for you to chew on from this newsletter:

  • The Back-to-School AI wars: No fewer than 3 education-related updates from the major model providers in the past few weeks, capped off by OpenAI’s release of GPT-5 earlier today.

  • Where investors should turn their attention now that OBBB is law: In a word, Texas. Which is allocating public funding to both school choice initiatives ($1B to ESA programs in 2026) and public school operating budgets (to the tune of $32,000 per teacher for the state’s best teachers)

  • The changing role of university leaders: The president, and state leaders around the country, are increasingly scrutinizing university leaders for ideological compliance, with several recent examples of university presidents being pushed out of their jobs.  

With that, onto the news!

Funding / M&A

Whiteboard Advisors not only provides policy and market-related diligence and advisory services, we track every financial transaction that happens in education — and keep a record of all deals that are publicly announced.

The following transactions caught our eye over the past few weeks. If you have a deal to announce, or would like access to the full transactions database, please reach out.

Venture Funding

M&A

Buyouts

What’s on your Whiteboard? Search Funds

  • Theodore Sutherland, CEO of Sage Blacksmith, shares his experience raising an education-focused search fund and how he looks for great companies in under-appreciated training niches.

News of Note

This section is intended to be more exploratory, a reflection of stories I think are important and ideas/trends I’m contemplating. It is free today, but will be going behind a paywall soon.

ECE

K12

Higher Ed

Workforce

Other

  • Begun, the Back-to-School AI Wars have. In case you hadn’t heard, students use AI. A lot. (Possibly enough to make a visible impact on overall AI usage, but take that assertion with a grain of salt.) However, very few students are as committed to a single AI model/app as they are to, say, Y2Kcore.

    • As a result, Big AI is taking a page from the Publisher/LMS playbook and lining up | feature releases | for the start of the (US) school year. This strategy is very practical, but I can’t help but think there is an even bigger opportunity in amplifying some of the crazy, unexpected ways students and teachers are leveraging these tools rather than feature lists.

    • Such as? Winning a gold medal in math

  • Cengage is looking for deals. McGraw Hill’s stock price may be down ~25% since their IPO 2 weeks ago, but does look like it is creating some positive pressure on other large education companies, like Cengage, to be more public with their strategic plans, if not their stock (CEO Michael Hansen downplayed any immediate plans for a Cengage IPO).

Looking for your next opportunity in education? Check out our W/A Jobs, which features 3,344 career opportunities from 304 organizations across the education industry. A few roles that we’re excited about from the past week:

  • Teachable is hiring a New York-based Senior HR Business Partner to support the continued development of the company’s organizational design, talent management, employee relations, and performance management strategies

  • Degreed is hiring a remote Key Account Director to own account relationships with a number of the organization’s most important global clients

  • SchooLinks is hiring an Austin-based AP/AR specialist to own day-to-day vendor payments, customer invoicing, collections, and finance inbox support

Whiteboard Advisors is the leading policy-related diligence partner for education investors, advising on most major private equity transactions in education over the past 15 years. Our specialty is translating complex policy dynamics into insights that inform decision-making. Reply to this email to learn more.