

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

Aug 4, 2025 • 39min
Sid Powell (Maple) on Maple's Comeback & DeFi Credit Markets (EP.652)
Sid Powell, CEO and co-founder of Maple Finance, shares insights on Maple's remarkable rebound in the DeFi space. He discusses the evolution from centralized credit services to on-chain asset management and the challenges faced during the 2022 crypto credit crisis. Powell emphasizes the importance of resilience and innovative strategies. The conversation also highlights the benefits of stablecoin lending for trading firms and the transformative potential of decentralized finance over traditional markets.

Aug 1, 2025 • 31min
Weekly Roundup 08/01/25 (SEC’s Project Crypto, In-kind ETFs, White House report) (EP.651)
Matt and Nic dive into significant developments in cryptocurrency, including a groundbreaking White House report that highlights the government's interest in digital assets. They discuss SEC Chair Paul Atkins' pivotal speech, emphasizing a shift towards embracing tokenized securities and DeFi. The rise of stablecoins takes center stage, along with exciting news on Bitcoin ETFs and JPMorgan's expanding collaboration with Coinbase. The tech world isn't left out, with Figma's successful IPO and insights into how AI is reshaping design.

14 snips
Jul 28, 2025 • 46min
Michael Bentley (Euler) on Euler's Comeback (EP.650)
Michael Bentley, founder of Euler, shares his journey in the crypto world, navigating the complexities of decentralized lending. He recounts Euler's inspiring comeback after a massive $200 million security breach, highlighting the importance of team resilience and personal relationships in a pseudonymous culture. Bentley discusses the balance of innovation and risk in crypto, the lessons of navigating public perception, and the challenges of combining work and family life in a demanding industry. His insights reveal the vital role of interpersonal connections in shaping success.

8 snips
Jul 25, 2025 • 37min
Weekly Roundup 07/25/25 (Tether’s GENIUS options, Defending Free Banks, Saylor’s Stretch) (EP.649)
Delve into the dynamic world of cryptocurrency and stablecoins as experts defend 'free banking' from critics. Discover Tether's exciting plans for a new U.S.-based stablecoin. Explore Anchorage Digital's innovative stablecoin issuance platform and the implications of the Senate's proposed crypto legislation. The discussion also highlights concerns from traditional banking and rising tensions around tokenized securities. Tune in for a blend of financial analysis and light-hearted banter on the evolving landscape of digital assets.

Jul 21, 2025 • 32min
Cyrus Shirazi (Haven) on Better Bookkeeping for Crypto Startups & Beyond (EP.648)
Cyrus Shirazi, CEO of Haven, leads a modern tax and accounting firm tailored for early-stage businesses. He discusses the intricacies of R&D tax credits, essential for startups to leverage. Shirazi emphasizes the significance of reliable accounting partners and the balance between automation and personal oversight. The conversation highlights the challenges of traditional payments versus the advantages of cryptocurrencies for international transactions. He offers vital accounting advice for startups, underlining the necessity for compliance and strong client relationships.

9 snips
Jul 18, 2025 • 37min
Weekly Roundup 07/18/25 (GENIUS is Law, Clarity passes, narrow banking and GENIUS) (EP.647)
This week brings a whirlwind of topics, starting with a hilarious mishap at a Coldplay concert. The hosts dive into major crypto news, including Talos acquiring Coin Metrics and fresh legislative developments like the GENIUS Act and Clarity Act. They tackle quirky questions like whether an MTL is needed for a fantasy football league. The conversation perks up with insights about potential IPOs from Grayscale and the buzz surrounding narrow banking. Plus, industry trends hint at stablecoins becoming major players in the financial scene.

41 snips
Jul 14, 2025 • 34min
Nikhil Raghuveera (Predicate) on Policy Engines for Blockchains (EP.646)
Nikhil Raghuveera, founder of Predicate and expert in public policy and economics, joins to explore how blockchain can become a compliant financial ecosystem. He discusses the integration of transaction rules to enhance scalability and security in on-chain finance. The conversation dives into improving KYC and AML compliance, the future of digital cash, and programmatic rules for stablecoins. Nikhil emphasizes collaboration with financial firms to foster privacy and trust while addressing the needs of unbanked populations.

9 snips
Jul 11, 2025 • 35min
Weekly Roundup 07/11/25 (New BTC ATH, Crypto Week, Zelensky suit scandal) (EP.645)
Bitcoin soars to a new all-time high while the community remains surprisingly muted. The recent $9 billion acquisition by CoreWeave of Core Scientific highlights the booming intersection of Bitcoin mining and AI. Amid discussions of Zelensky's attire, the implications of prediction markets and crypto regulations are explored. GMX experiences a significant hacking incident, raising questions about security in the crypto space. The conversation also touches on the intricate challenges of valuing Ethereum amidst evolving financial models.

Jul 10, 2025 • 29min
Zac Townsend (Meanwhile) on Bitcoin Life Insurance (EP.644)
Zac Townsend, founder and CEO of Meanwhile, dives into the innovative world of Bitcoin-denominated life insurance. He explains how his company integrates Bitcoin into financial strategies and generates yield. Zac discusses the transformation of life insurance, comparing traditional models to Bitcoin alternatives. He shares insights on Bitcoin's role in emerging capital markets and the potential challenges of centralization. This conversation highlights the unique opportunities Bitcoin presents, particularly in economies with unstable currencies.

13 snips
Jul 9, 2025 • 22min
Charles Hamel (Opera MiniPay) on Globalizing Dollar Access (EP.643)
Charles Hamel discusses innovative ways the MiniPay app is transforming dollar transactions in sub-Saharan Africa. The evolution from a crypto wallet to a tailored stablecoin solution highlights the growing demand for dollar-based financial services. Payment velocity and integration of stablecoins into traditional finance are emphasized, alongside the importance of user experience and regulatory factors. The conversation also explores how stablecoins could influence the U.S. dollar's dominance and reshape the global financial landscape.