Sidekick Bulletin
Your fortnightly take on all things Learning & Work tech, Startups and Venture Capital, powered by Brighteye Ventures.
- Indexed issues, last 90 days
- 14
- Latest publication
- Sep 29, 2026
- Audience
- Checking…
- Earliest in this view
- Jul 15, 2026
Latest issues
Flourish: The school rebuilding K-12 around 1-on-1 learning (opens the original)
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Timestamps 0:00 Cold open: mics in every classroom & AI superpowers1:57 Welcome to Sidekick: introducing John Danner & Flourish2:15 From ad tech to education: John's career journey4:15 why Flourish exists: existing schools won't change on their own4:55 the two big ideas: 1-on-01 learning & AI teaching academics8:55 AI improvement loops: digital students & automated bug fixing13:17 What becomes of the teacher? people skills over content expertise16:55 AI-generated interventions: teacher guides &
Introducing Fund III: our bet on the HumanOS (opens the original)
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Our latest conversationWe’re betting on the HumanOS. Introducing Fund III.<img alt="" class="sizing-normal" height="185.65168539325842" src="https://substackcdn.com/image/fetch/$s_!svw4!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post
We’re betting on the HumanOS. Introducing Fund III. (opens the original)
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In this special episode, Ben, Izzy, Rhys and David sit down following the first close of Fund III to reflect on how Brighteye’s thinking has evolved since 2018. They discuss how AI is reshaping learning and work, why the thesis has expanded into the HumanOS, what they have learnt as investors, what makes them lean forward today, and where their views have changed. They also share how Brighteye is evolving its platform and what they are looking for in the next generation of founders: pre-seed and
Imagi: Building the education layer for kids in the AI era, starting with Lovable + lessons from an a16z scout (opens the original)
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Schools are racing to ban AI but what if that's the lazy way out? This week on Sidekick, we sit down with Dora, co-founder and CEO of Imagi, one of Brighteye's portfolio company building a safety and responsibility layer between K12 students and the real-world AI tools they'll increasingly use. Dora shares why Imagi pivoted from coding education to AI literacy, how schools can hold two realities at once (embracing AI in some contexts and excluding it in others!) and why personalised learning, fi
Building is easier in 2026. Raising isn't. (opens the original)
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Our latest conversationThe bar for raising has never been higher. Blame AI!<img alt="" class="sizing-normal" height="173.12107623318386" src="https://substackcdn.com/image/fetch/$s_!tHLB!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-medi
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