The EdSheet Vol. 12

Education Market Funding, M&A, and News of Note

Hello!

The Memorial Day Weekend fast approaches in the US, a signal that the school year is coming to an end and QA season is about to begin for EdTech companies preparing for the fall. 

Also hoping to launch new features this fall? This newsletter. Over the next few editions, you will see a survey at the top. This survey lets me understand who you are and, in turn, the content you might be interested in. I will be forever grateful if you take the time to fill it out!

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: CEO Perspectives

This summer, Whiteboard Advisors is teaming up with ISTE+ASCD to co-host the third annual Solutions Summit, a gathering for edtech executives, product leaders, and entrepreneurs driving innovation in education.

Taking place on Sunday, June 29, at the first-ever co-located ISTELive and ASCD Annual Conference in San Antonio, Texas, the Solutions Summit offers a unique space to explore what’s needed to design effective, scalable tools that support educators and learners.

This year’s program will spotlight AI infrastructure, cutting-edge research, and market signals shaping the future of education technology. Through hands-on workshops and expert-led discussions—including by Whiteboard Advisors' very own David DeSchryver and Anna Edwards—participants will dig into the building blocks of high-impact solutions and share insights that bridge product design with instructional practice.

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.

K12

Higher Ed

  • What is the modern university? I have, repeatedly, returned to this question over the years. During the Biden administration, my reflections centered on the proactive approaches schools were taking to future-proof themselves (or spend their way into oblivion). The story has changed dramatically since President Trump took over, with most universities now deeply on the defensive. 

    • This is not for lack of trying, as universities ramped up lobbying spend dramatically in Q1 2025.

    • Unfortunately, that increased lobbying spend has not translated to short-term results. President Trump continues to challenge the tax status of universities, House Republicans continue to push an increase to 2017’s Endowment Tax and student loan reforms, and executive | orders | are | flying (figuratively, EWR is still in trouble). 

      • Not your father’s Republican Party: The tax status challenge and endowment tax increase are sexy media topics, but don’t actually impact the system that much. ~50 universities paid the endowment tax last year and the increase would impact only 35 of those 50. Still, it is interesting to watch the Republican Party advocate for increased taxes and cost controls on education. Reagan-era Republican principles of tax breaks and deregulation remain the standard in other sectors, but this trend bears watching.

    • That said, there are some trying to turn chaos into opportunity. The UNC system is exploring the creation of their own accrediting agency. Accreditors have an incentive problem, where their sustainability is dependent on fees from the organizations they are charged with regulating - a core part of why only 18 institutions (<1% of a pool of 4,000+) have lost accreditation in the past 25 years. Unfortunately, neither de-regionalization nor this proposal from the UNC system solve this incentive problem.

  • CUNY’s ASAP program starts scaling: In 2007, the City University of New York (CUNY) piloted the Accelerated Study in Associate Program (ASAP), immediately seeing positive results. Since then, the ASAP program has continued to be tested and, in the past few years, scaled across institutions. This year, at least $100M in grants - in North Carolina ($35M.6M) and Colorado ($20M) - and venture funding - for Campus ($46M) - has been announced where ASAP plays a core role.

  • Walmart heirs to start new university: Apropos of nothing, many of the “robber barons” of the late 1800s/early 1900s - Vanderbilt, Stanford, Hopkins, Carnegie, Rockefeller (2X) - established universities as vehicles for an enduring legacy. It's funny to me that today’s billionaire class, while similarly philanthropic, seems much more focused on their (also often eponymous) personal charities. Are personal charities better or worse than new universities? I honestly don’t know, but it does make this Walmart-clan announcement stick out.

    • One possible explanation? A personal charity allows for much more individual control than a university, including the ability to wind it down.

Workforce

Other

  • Awareness of the AI cheating crisis grows: The “AI cheating crisis” drives me nuts as a topic, but this was one of the more thoughtfully sober perspectives on the impact of AI that I’ve read recently. 

  • Chegg layoffs continue: Very hard to see how Chegg climbs out of this doom loop. I thought that the breadth and specificity of course support that Chegg provides would be far more defensible than it turned out to be. If the coursework questions were this AI-ableTM, how soon does the rest of the course IP become so too?

    • Of note, the public markets may be ice cold on the subject, but the venture market remains interested in homework help. No fewer than 6 companies have raised venture money for tutoring and test prep in the past month (see above), including Amboss’ gigantic, $260M round.

  • Also on the EdTech struggle bus? Anthology. Their problems are primarily financial - driven by a buyout at a peak, COVID-era valuation - rather than existential though. The most likely outcome is a change in ownership relatively soon. Prior investors will get burned, but I would be surprised to see a dramatic change in the company’s prospects 

Looking for your next opportunity in education? Check out our W/A Jobs, which features 3,643 career opportunities from 284 organizations across the education industry. A few roles that we’re excited about from the past week:

  • The Strada Education Foundation is looking for a remote Summer Associate on their Strategic Investments team to support the team’s portfolio and investment processes

  • iDesign is looking for a Dallas-based Project Manager / Scrum Master to support the team’s Agile project management efforts

  • Graduation Alliance is looking for a Detroit-based Enrollment Advisor to support the organization’s recruiting efforts near their Detroit campus

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.