Edtech Insiders

Week in EdTech 10/29/25: Alpha School's Backlash, Chegg Layoffs, Kaplan’s AI Pivot, Mem0’s “Memory Layer,” Big Tech vs. Higher Ed, and More! Feat. Rebecca Winthrop & Jenny Anderson, Authors of The Disengaged Teen and Justin Reich of MIT Teaching Systems L


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Join hosts Alex Sarlin and Ben Kornell as they recap a post–New York EdTech Week full of highs and hard truths.

Episode Highlights:
[00:00:00] Alpha School's backlash and what it reveals about AI-based education.
[00:06:58] EdTech’s new K–20 alliance with Microsoft and Google for responsible AI.
[00:10:09] The risks and lessons from Alpha School's rapid rise and fall.
[00:21:53] Chegg cuts 45% of staff amid AI disruption and market pressure.
[00:26:01] Kaplan launches AI tools built on 85 years of learner data.
[00:31:02] Mem0 raises $23M to build a universal AI memory layer.
[00:38:10] Cal State’s OpenAI deal sparks debate on Big Tech in higher ed.
[00:44:18] The media’s anti-AI narrative and its impact on innovation. 

Plus, special guests:
[00:50:24] Rebecca Winthrop, Director of the Center for Universal Education at Brookings, and Jenny Anderson, award-winning journalist and co-author of The Disengaged Teen, on student agency, engagement, and the four learner modes.
[01:11:14] Justin Reich, Director of the MIT Teaching Systems Lab, on AI in Schools: Perspectives for the Perplexed and how educators can experiment safely with emerging AI tools. 

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🎉 Presenting Sponsor/s:

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This season of Edtech Insiders is once again brought to you by Tuck Advisors, the M&A firm for EdTech companies. Run by serial entrepreneurs with over 30 years of experience founding, investing in, and selling companies, Tuck believes you deserve M&A advisors who work as hard as you do.

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Edtech InsidersBy Alex Sarlin and Ben Kornell

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