

On The Brink with Castle Island
Castle Island Ventures
Hosts Matt Walsh and Nic Carter of Castle Island Ventures explore news and deals in the public blockchain space and talk to some of the leading experts in the industry. Learn more and stay up to date at CastleIsland.vc and follow on twitter @CastleIslandVC
Episodes
Mentioned books

21 snips
Jan 30, 2026 • 39min
Weekly Roundup 01/30/26 (Fidelity's FIDD, Gold rally, Worldcoin and AI bots, digital alibis) (EP. 698)
Heated debate over a controversial Hall of Fame snub and how voting and media shape outcomes. Fidelity launches an Ethereum-based stablecoin and lawmakers clash over market structure and stablecoin yield rules. Tether’s massive gold holdings and a metals rally versus Bitcoin’s silence. Worldcoin, biometrics and AI bots raise authentication and ethical questions. Blockchain timestamps and wearable ‘digital alibis’ for proving media origin.

20 snips
Jan 23, 2026 • 37min
Weekly Roundup 01/23/26 (CLARITY stalls, Iran's USDT reserves, Is Web3 Social over?) (EP.697)
This week covers the brewing winter storm's potential impact on Bitcoin mining. The sale of Farcaster sparks heated debates on the future of Web3 social. BitGo's IPO is discussed alongside a new tokenized securities platform from the NYSE. Concerns over quantum risk lead to changes in investment strategies, with Jefferies dropping Bitcoin. Iran's alleged $500M reserves in USDT raise eyebrows, while political drama unfolds as Trump sues JPMorgan. Insights into these topics keep listeners engaged and informed!

34 snips
Jan 16, 2026 • 45min
Weekly Roundup 01/16/26 (CLARITY problems, InfoFi Dead, CA Wealth Tax, Kontigo) (EP.696)
The hosts dive into the delayed Clarity market structure bill and Coinbase's withdrawal, highlighting the bank lobby's machinations. Sanction violations surrounding Kontigo raise eyebrows, while X's blocking of InfoFi's API aims to combat spam. California's wealth tax backlash is discussed alongside BitMine's hefty investment in MrBeast’s company. They also debate the merits of tokenized deposits versus stablecoins and share insights on emerging institutional ETF filings and the Ledger data breach.

58 snips
Jan 12, 2026 • 39min
Wyatt & Jake Lynch on Onchain Financial Markets (EP.695)
Jake Lynch, an expert in on-chain financial markets and DeFi, joins the conversation to delve into the evolving landscape of decentralized lending. He discusses the resilience of lending markets post-CeFi failures and how demand for yield remains strong. The duo scrutinizes market dynamics behind recent selloffs, particularly the October 10 crash. Additionally, they explore the critical metrics for assessing value in DeFi, emphasizing the importance of revenue generation over total value locked. Jake also highlights the implications of macroeconomic factors on crypto speculation.

30 snips
Jan 2, 2026 • 37min
Weekly Roundup 01/02/26 (2026 predictions, wealth taxes, secret insolvencies) (EP.694)
In their first show of 2026, Matt shares hilarious tales of building a backyard ice rink. They dive into the implications of the draft Digital Asset Parity Act, dissecting wealth taxes and their impact on innovation. Bold predictions include a potential secret exchange insolvency and major moves in prediction markets amid insider trading risks. Discussions touch on a consortium of US banks creating a stablecoin and the evolving threat of quantum computing to Bitcoin. Plus, a nostalgic look at Kickstarter highlights the future of crowdfunding with tokenized equity.

13 snips
Dec 30, 2025 • 46min
2025 Highlights and 2026 Predictions with Blockchain Coinvestors (EP.693)
Matthew Le Merle and Mitch Mechigian from Blockchain Coinvestors dive into the future of the blockchain industry. They discuss the transformative year of 2025, marked by massive wallet adoption and regulatory shifts in the U.S. Demand for dollar savings in developing markets drives growth, while institutional acceptance of blockchain accelerates. They predict 2–3 billion new digital wallets and the convergence of fintech with stablecoins will shape the landscape, even as they caution about potential market risks and IPO challenges ahead.

25 snips
Dec 19, 2025 • 42min
Weekly Roundup 12/19/25 (Quantum FUD, CLARITY markup, are forks obsolete?) (EP.692)
Expect intriguing rumors about exchange insolvency and the implications of Caroline Ellison's sentencing. Dive into the regulatory landscape with discussions on the Fed's rescinded guidance and VISA's stablecoin endeavors. Delve into the potential threats of quantum computing to Bitcoin and whether forks are becoming obsolete. Plus, explore the year's predictions for digital assets and some light-hearted chats about UFOs and the Dark Forest concept. A mix of serious analysis and whimsical speculation awaits!

Dec 17, 2025 • 39min
Corn (Yearn Finance) on the Evolution of DeFi Protocols (EP. 691)
Dive into the evolution of DeFi with insights on how the TerraLuna crash reshaped the market. Discover the changing landscape of incentive mechanisms and the role of risk curators in this dynamic world. Corn highlights the collapse of xUSD, the implications of on-chain cybersecurity, and the appetite for DeFi among non-crypto users. Explore the nuances of token value models, the push for verifiable yields, and the tension between centralization and decentralization in the future of financial protocols.

13 snips
Dec 12, 2025 • 38min
Weekly Roundup 12/12/25 (Do Kwon sentenced, DTC no action letter, Circle's private stablecoin) (EP.690)
Matt and Nic dive into the fallout from Do Kwon's sentencing, exploring the implications for crypto credibility. They discuss the DTC's no-action letter that clarifies regulations for tokenized securities and the launch of Circle's privacy-focused stablecoin, USDCX. The duo weighs in on the future of Web3 and reflects on the surprising stance of the teachers union against a key market structure bill. They also share insights on recent fundraising successes and the challenges posed by oracle mishaps in prediction markets.

24 snips
Dec 5, 2025 • 34min
Weekly Roundup 12/05/25 (The trouble with Taproot, a prediction market paradox, HFSC OCP.2 report) (EP.689)
Quantum risks loom over Bitcoin, raising questions about Taproot's vulnerability. The hosts dissect MicroStrategy's dollar reserve tactics and the troubling state of digital asset trusts. Prediction markets face scrutiny, especially with concerns of insider trading on platforms like Polymarket. Regulatory actions heat up as Vanguard embraces crypto ETFs. The episode wraps with alarming discussions about AI's potential to exploit crypto vulnerabilities and the need for enhanced security measures.


