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Chase Rigby is the CEO of Tassel, a platform modernizing graduation experiences for universities worldwide. A former Google PM and Chief Product Officer at Canopy, his career sits at the intersection of education, technology, and product innovation.

💡 5 Things You’ll Learn in This Episode:

1. Why graduation is a key (and overlooked) growth moment
2. How Tassel simplifies complex commencement logistics
3. Where AI improves the student and admin experience
4. How graduation drives alumni engagement and giving
5. Why Tassel helps students earn money at graduation

✨ Episode Highlights:
[00:02:57] Graduation as a growth and marketing moment
[00:05:22] Unifying registration, tickets, and stage flow
[00:09:17] A student earns $3,500 via digital announcements
[00:11:53] Saving thousands of admin hours with AI
[00:14:18] The “cap-and-gown cartel” and outdated business models
[00:16:56] Better graduation to stronger alumni ties
[00:19:29] Disrupting the cap-and-gown model

😎 Stay updated with Edtech Insiders!

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🎉 Presenting Sponsor/s:

Every year, K-12 districts and higher ed institutions spend over half a trillion dollars—but most sales teams miss the signals. Starbridge tracks early signs like board minutes, budget drafts, and strategic plans, then helps you turn them into personalized outreach—fast. Win the deal before it hits the RFP stage. That’s how top edtech teams stay ahead.

Innovation in preK to gray learning is powered by exceptional people. For over 15 years, EdTech companies of all sizes and stages have trusted HireEducation to find the talent that drives impact. When specific skills and experiences are mission-critical, HireEducation is a partner that delivers. Offering permanent, fractional, and executive recruitment, HireEducation knows the go-to-market talent you need. Learn more at HireEdu.com.

Tuck Advisors was founded by entrepreneurs who built and sold their own companies, frustrated by other m and a firms, they created the one they wished they could have hired but couldn't find. One who understands what matters to founders and whose North Star KPI is the percentage of deals closed. If you're thinking of selling your ed tech company or buying one contact Tuck advisors now.

Cooley LLP is the go-to law firm for education and edtech innovators, offering industry-informed counsel across the 'pre-K to gray' spectrum. With a multidisciplinary approach and a powerful edtech ecosystem, Cooley helps shape the future of education.

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Join hosts Ben Kornell and guest co-host Matt Tower, as they break down the biggest stories shaping AI, edtech efficacy, cybersecurity, and the future of work in education.

✨ Episode Highlights:
[00:00:33] Rapid rise of AI-generated “vibe coding” raises concerns about software vulnerabilities and cybersecurity risks
[00:02:44] ASU+GSV preview highlights the importance of relationships over deal-making at major edtech gatherings
[00:08:26] Anthropic’s Mythos model withheld due to its ability to uncover critical security flaws across systems
[00:11:37] Growing need for AI systems to defend against AI-driven cybersecurity threats
[00:14:18] Schools question edtech effectiveness amid too many tools and limited evidence of impact
[00:15:23] Debate over screen time intensifies as some classrooms move toward eliminating devices
[00:20:47] Discussion on whether smaller, more personalized school models better serve students
[00:26:08] OpenAI faces leadership changes and increasing competition from Anthropic and Google
[00:30:30] Big Tech’s varying levels of investment in education reshape the competitive landscape
[00:33:25] AI disrupts entry-level job markets, raising concerns about college graduate employment
[00:36:12] Future workforce will demand adaptability, entrepreneurship, and continuous learning

Plus, special guest:
[00:37:34] Yoon Yang, CEO and Co-founder of Pensive, on AI-powered grading and personalized tutoring in higher education

😎 Stay updated with Edtech Insiders!

Follow us on our podcast, newsletter & LinkedIn here.

🎉 Presenting Sponsor/s:

Every year, K-12 districts and higher ed institutions spend over half a trillion dollars—but most sales teams miss the signals. Starbridge tracks early signs like board minutes, budget drafts, and strategic plans, then helps you turn them into personalized outreach—fast. Win the deal before it hits the RFP stage. That’s how top edtech teams stay ahead.

Innovation in preK to gray learning is powered by exceptional people. For over 15 years, EdTech companies of all sizes and stages have trusted HireEducation to find the talent that drives impact. When specific skills and experiences are mission-critical, HireEducation is a partner that delivers. Offering permanent, fractional, and executive recruitment, HireEducation knows the go-to-market talent you need. Learn more at HireEdu.com.

Tuck Advisors was founded by entrepreneurs who built and sold their own companies, frustrated by other m and a firms, they created the one they wished they could have hired but couldn't find. One who understands what matters to founders and whose North Star KPI is the percentage of deals closed. If you're thinking of selling your ed tech company or buying one contact Tuck advisors now.

Cooley LLP is the go-to law firm for education and edtech innovators, offering industry-informed counsel across the 'pre-K to gray' spectrum. With a multidisciplinary approach and a powerful edtech ecosystem, Cooley helps shape the future of education.

Send us Fan Mail

Brandon Cardet-Hernandez is the Founder and CEO of Medley Learning, a platform building AI-powered scaffolding tools for multilingual learners. A former multilingual learner himself, Brandon has served as a teacher, turnaround principal, Boston School Committee member, NYC education advisor, and edtech leader. His work focuses on closing the access gap, not lowering expectations.

💡 5 Things You’ll Learn in This Episode:

1. Why education has an access gap, not just an achievement gap
2. The dangers of over-scaffolding and “AI slop”
3. How AI can embed rigor without lowering standards
4. A new workflow for supporting multilingual learners
5. Why implementation determines impact

✨ Episode Highlights:
[00:01:58] Brandon’s journey and the educators who changed his life
[00:10:50] The “ELL trap” and lowering cognitive demand
[00:15:11] Student-controlled, embedded scaffolds in real time
[00:23:58] Why strong district champions matter for implementation
[00:27:24] AI’s promise: turning research into daily practice
[00:30:02] The risk of “AI slop” in classrooms
[00:31:52] Building AI policy around knowledge not fear

😎 Stay updated with Edtech Insiders!

Follow us on our podcast, newsletter & LinkedIn here.

🎉 Presenting Sponsor/s:

Every year, K-12 districts and higher ed institutions spend over half a trillion dollars—but most sales teams miss the signals. Starbridge tracks early signs like board minutes, budget drafts, and strategic plans, then helps you turn them into personalized outreach—fast. Win the deal before it hits the RFP stage. That’s how top edtech teams stay ahead.

Innovation in preK to gray learning is powered by exceptional people. For over 15 years, EdTech companies of all sizes and stages have trusted HireEducation to find the talent that drives impact. When specific skills and experiences are mission-critical, HireEducation is a partner that delivers. Offering permanent, fractional, and executive recruitment, HireEducation knows the go-to-market talent you need. Learn more at HireEdu.com.

Tuck Advisors was founded by entrepreneurs who built and sold their own companies, frustrated by other m and a firms, they created the one they wished they could have hired but couldn't find. One who understands what matters to founders and whose North Star KPI is the percentage of deals closed. If you're thinking of selling your ed tech company or buying one contact Tuck advisors now.

Cooley LLP is the go-to law firm for education and edtech innovators, offering industry-informed counsel across the 'pre-K to gray' spectrum. With a multidisciplinary approach and a powerful edtech ecosystem, Cooley helps shape the future of education.