
On The Brink with Castle Island
Weekly Roundup 12/05/25 (The trouble with Taproot, a prediction market paradox)
By Castle Island Ventures
Aired Dec 5, 2025 · 33m · Last boosted Dec 5, 2025
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Show Notes
Matt and Nic are back with another week of news and deals. In this episode: Quantum risk again Are banks filled with spooks? The trouble with Taproot addresses Microstrategy's dollar reserve Kalshi is going on chain Prediction market predicaments Are insiders monetizing Google search information on Polymarket? Are prediction markets insider trading machines by definition? DAT activist fights Vanguard adds Bitcoin ETFs House Financial Services Committee releases their final report on OCP2.0 What's going on with leverage in crypto? Are AI agents going to start stealing crypto? Is Eliezer Yudkowski to be trusted? AI is going to usher i...
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Quantum resistance was discussed during taproot development. This is eternal September. Using address formats and cryptography available, changing it would only help potentially defend against a long range attack and NOT a short range attack. Not taking a side either way, just important to set the record straight on the conversation and thought process at the time, right or wrong. If you disagree that’s fine. But to say it wasn’t considered is factually inaccurate and can be verified from posts and emails during Taproot.

























