On The Brink with Castle Island

Castle Island Ventures
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18 snips
May 8, 2026 • 43min

Weekly Roundup 05/08/26 (Consensus Miami, AI layoffs strike Coinbase, Clarity compromise, AI energy and water use) (EP.719)

They discuss rising Hantavirus concerns and pandemic risk. Major crypto M&A and big fundraises make headlines. Debate over Coinbase layoffs and whether AI will trigger large-scale job losses. A bipartisan Clarity compromise on stablecoins gets unpacked. The energy and water impact of AI data centers is compared to Bitcoin mining.
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11 snips
May 1, 2026 • 30min

Weekly Roundup 05/30/26 (DeFi's worst ever month, PTJ on Bitcoin, quantum canaries) (EP.718)

Fast-paced news rundown covering DeFi's worst month of hacks and growing smart-contract and infrastructure risks. They unpack phishing trends like fake Zoom links and a major 51% attack on Litecoin. Discussion includes miners pivoting to AI and implications for Bitcoin proof-of-work. Quantum computing fears, Project Q-day controversy, and tokenized securities partnerships also make the list.
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20 snips
Apr 27, 2026 • 36min

Pluto (Harbor) on the fate of DeFi after KelpDAO (EP.717)

A deep dive into the KelpDAO/Aave bridge spoofing attack and how it unfolded. A discussion on whether AI will empower attackers or strengthen defenses and monitoring. Examination of bridge and issuer risk, LayerZero’s pitfalls, and what protocols like Aave could have done differently. A look at cross-chain design lessons from Thorchain and the approach behind Harbor’s segregated custody and execution model.
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12 snips
Apr 24, 2026 • 37min

Weekly Roundup 04/24/26 (Finding Satoshi, KelpDAO retrospective, Insider weather betting, Coinbase's Quantum report) (EP.716)

A lively roundup covering the Finding Satoshi documentary and whether Satoshi was one person or a team. A deep dive into KelpDAO, LayerZero fallout, and broader DeFi risk repricing. Stories of insider betting and a manipulated Paris temperature market. A look at Coinbase's urgent post-quantum advisory and tradeoffs for future signature schemes.
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Apr 22, 2026 • 18min

Brandon Arvanaghi (Meow) on Banking AI Agents (EP.715)

Brandon Arvanaghi, co-founder and CEO of Meow, a fintech building treasury and stablecoin rails, discusses agent-first banking and how AI agents can open business accounts. He covers dynamic permissions, agentic dashboards and virtual cards. He explains engineering challenges, model strategies, and how banks and fintechs must evolve to serve autonomous AI financial agents.
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Apr 17, 2026 • 35min

Weekly Roundup 04/17/26 (BIP361 proposal, SEC's DeFi frontend policy, CSW's Bitcoin movie) (EP.714)

They unpack Jameson Lopp's BIP-361 and proposals for handling quantum-vulnerable Satoshi coins. They debate recycling Satoshi coins into tail emissions and a court-mediated salvage process. Regulatory moves get attention: SEC guidance on DeFi frontends and Goldman’s Bitcoin ETF filing. Pop culture moments include a new Satoshi documentary and a Hollywood movie about Craig Wright.
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20 snips
Apr 10, 2026 • 36min

Weekly Roundup 04/10/26 (New Satoshi candidates, Mythos' 0-days, CZ's memoir) (EP.713)

They debate New York Times claims about Adam Back and weigh other Satoshi candidates and the idea Satoshi could be a group. They cover Morgan Stanley’s new Bitcoin ETF and MicroStrategy activity. Regulators and policy appear via calls for clarity, White House stablecoin analysis, and a NJ court win for prediction markets. They discuss Anthropic’s Mythos exposing zero-day risks and CZ publishing a memoir. Iran tolls payable in Bitcoin get a geopolitical look.
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Apr 9, 2026 • 18min

Connor Dougherty (Valinor) on the Evolution of Private Credit (EP.712)

Connor Dougherty, co-founder and CEO of Valinor Digital and former Blackstone Credit investor, builds digital-native lending and Open Credit. He discusses how Open Credit expands private credit, the role of stablecoins in new borrowing types, on-chain transparency for institutional markets, and using tech to create modern credit infrastructure.
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54 snips
Apr 3, 2026 • 35min

Weekly Roundup 04/03/26 (Two big quantum papers, Drift protocol hack, Maritime Salvage law) (EP.711)

Two landmark quantum computing papers and their urgent implications for breaking ECC and blockchain security. A major Solana protocol hack and fast-moving USD-stablecoin flows complicate recovery. A creative debate linking maritime salvage law to the possible fate of long-dormant coins. Regulatory pressure on prediction markets and shifting institutional custody trends round out the week.
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Mar 27, 2026 • 36min

Weekly Roundup 03/27/26 (Google's Quantum Deadline, Circle's selloff, DATs are selling) (EP.710)

Quick rundown of a major stablecoin audit and a dramatic stock selloff tied to CLARITY yield language. Deep dives into post-quantum plans from Ethereum and Google’s updated 2029 timeline. Heated debate on Bitcoin’s readiness for quantum threats and practical steps for custodians. Big mining sale and tokenization momentum with new mortgage products backed by crypto.

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