

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

11 snips
Sep 12, 2025 • 32min
Weekly Roundup 09/12/25 (Hyperliquid stablecoin, CBOE continuous futures, stablecoin interest) (EP.665)
This week, the duo tackles the heated competition among stablecoin providers and the implications for USDC amidst fundraising and regulatory hurdles. They also explore the CBOE’s upcoming launch of continuous futures for Bitcoin and Ethereum. Security risks are highlighted with a major hack at SwissBorg, losing $40 million. Additionally, the conversation dives into the clash between outdated banking systems and the rise of decentralized finance, along with intriguing concepts like the harbinger tax and its potential challenges in implementation.

13 snips
Sep 8, 2025 • 48min
Austin Federa (DoubleZero) on Building a Better Internet (EP.664)
In this engaging discussion, Austin Federa, founder of DoubleZero and former Solana Foundation member, dives into the vital role hardware plays in blockchain and internet infrastructure. He reveals why much of today’s internet hardware is outdated and how vertical integration can stifle innovation. Austin champions the need for faster, reliable bandwidth to support decentralized systems and explores the potential of a token framework to enhance incentives. The conversation also tackles privacy in blockchain transactions and the future of decentralized technology infrastructure.

6 snips
Sep 5, 2025 • 34min
Weekly Roundup 09/05/25 (Stripe’s Tempo, NASDAQ tightens rules on DATs, WLF vs Sun) (EP.663)
Matt and Nic dive into the latest buzz, from discussing the US Open to unraveling the Clippers scandal. They tackle the intricate world of fantasy football strategies and the evolving landscape of betting markets, questioning if prediction markets really outshine traditional bookies. The duo also delves into the implications of NASDAQ's new rules, Galaxy's tokenized stock launch, and Stripe's Tempo L1. Plus, they explore the curious case of Kawhi Leonard's endorsement amidst salary cap violations.

10 snips
Sep 2, 2025 • 34min
Daniel Lev (Coinflow) on Stablecoin Payments (EP.662)
Daniel Lev, founder of Coinflow, shares insights from his extensive experience in fintech and crypto. He discusses the legacy challenges in payment networks that benefit consumers but hinder merchants. Lev highlights stablecoins' role in faster settlements and improved liquidity, using real-world examples like a barber marketplace. The conversation touches on fraud management solutions via AI, the evolving economics of instant payment systems, and the growing acceptance of stablecoins as integral to modern business.

11 snips
Aug 29, 2025 • 33min
Weekly Roundup 08/29/25 (Stablecoins in CDMX, DAT issues, GDP on the blockchain) (EP.661)
Dive into the excitement from the stablecoin conference in Mexico City as discussions unfold about the future of banking and fintech. Explore challenges faced by traditional banks and how innovations can enhance financial accessibility. The conversation takes a turn towards the government’s intention to put GDP on the blockchain and the implications of recent regulation shifts. Tether’s new initiatives on Bitcoin and Google's ambitions in the blockchain space are also unpacked, alongside a playful nod to tennis and sports dynasties.

Aug 25, 2025 • 30min
Sandy Kaul (Franklin Templeton) on Onchain Asset Management (EP.660)
Sandy Kaul, Head of Digital Assets at Franklin Templeton and an advisor to the CFTC and World Economic Forum, dives into the evolving landscape of on-chain asset management. She discusses how wallets can centralize asset management, and the critical balance between innovation and regulatory oversight. Sandy shares insights on consumer protection and the importance of regulatory clarity for cryptocurrencies. The conversation emphasizes the potential of blockchain to transform financial management and the need for collaboration between traditional finance and digital innovators.

17 snips
Aug 22, 2025 • 39min
Weekly Roundup 08/22/25 (SALT Jackson Hole, Wyoming Stable Token, Fed drama) (EP.659)
This week dives into a bear encounter during a mountain run, offering a lighthearted spin on a wild experience. Key highlights from the Jackson Hole conference include Eric Trump's bold Bitcoin predictions amidst critical Fed discussions. Wyoming's innovative stablecoin initiative takes center stage, while questions arise around Digital Asset Treasuries and their market implications. The conversation tackles legal responsibilities of developers, exploring the complexities of decentralized finance and the potential impact of jury trials in the digital age.

Aug 21, 2025 • 27min
Cupid & Hercules (Groom Lake) on Preventing and Responding to Cybercrime (EP.658)
Wyatt chats with the founders of Groom Lake, diving into the intricate world of cybersecurity in the crypto realm. They discuss how social engineering attacks target crypto companies and emphasize the importance of employee education. The conversation highlights strategies like Multi-Factor Authentication and routine audits for enhancing security. Listeners learn about the urgency of addressing potential account compromises and the Reaper platform for monitoring data leaks. Proactive measures and a strong organizational culture are key for elevating cybersecurity standards.

18 snips
Aug 18, 2025 • 30min
Luke Xie (SatLayer) on The Next Generation of Bitcoin Yield (EP.657)
Luke Xie, cofounder of SatLayer and an expert in Bitcoin and DeFi, dives into the intriguing landscape of Bitcoin's financial evolution. He discusses how Bitcoin's unique role in decentralized finance is growing, addressing its comparative downside in total value locked against other assets. Luke explores innovative yield strategies and the potential for Bitcoin as a global reserve currency. Additionally, he examines the cultural factors shaping Bitcoin adoption and the future of instant payments, revealing the exciting possibilities of Bitcoin-backed financial products.

11 snips
Aug 15, 2025 • 39min
Weekly Roundup 08/15/25 (DAT fine print, stablecoin L1s, banks vs stables) (EP.656)
Join Matt and Nic as they dive into the latest in crypto, discussing the nuances of Digital Asset Tokens and their market implications. Hear about Stripe and Circle's new stablecoin Layer 1s and the irony surrounding Stripe's entry. Reflect on Do Kwon's plea deal, the potential fallout of a 51% attack on Monero, and complaints about stablecoin yields. They also explore the challenges of traditional banks in adapting to the evolving landscape of digital assets while sharing a light-hearted take on breakfast cereals along the way.