

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

13 snips
Oct 1, 2025 • 32min
Ben Ward & Steven Pack (RockSolid) on DeFi Vaults (EP.671)
In this conversation, Ben Ward and Steven Pack, co-founders of RockSolid, dive into the fascinating world of DeFi vaults. Steven shares insights on RockSolid's origins and the value of liquid staking tokens through DeFi integrations. Ben highlights the intricate design of vaults and their appeal to institutional demand. They explore how permissionless strategies hold both tremendous potential and risks, and discuss the evolving landscape of Ethereum finance. Their vision suggests that vaults might soon become essential financial infrastructure.

14 snips
Sep 29, 2025 • 30min
Mark Coe (Intrinsic Edge) on The View From The Public Markets (EP.670)
Mark Coe, Founder and CIO of Intrinsic Edge Capital Management, discusses his journey in creating a fund focused on digital infrastructure and blockchain. He dives into the evolving landscape of public markets and shares insights on the mining industry's future, especially with AI's influence. Coe also examines the implications for Bitcoin miners, regulatory challenges, and the broader opportunities for businesses entering public markets, highlighting the convergence of crypto and traditional finance.

10 snips
Sep 26, 2025 • 34min
Weekly Roundup 09/26/25 (Tether worth $500b?, Cloudflare’s stablecoin, DAT insider trading) (EP.669)
Matt and Nic dive into Tether's astounding potential $500 billion valuation and discuss its implications. They analyze Cloudflare's ambitious plan to launch a stablecoin for web payments and the challenges Circle faces with reversible transactions. The duo also highlights the SEC's investigation into nearly 200 digital asset trusts for insider trading, while examining the European banks' initiative to create a MiCA-compliant stablecoin. They tackle the impact of stablecoins on traditional banking and preview upcoming Senate hearings on crypto taxation.

Sep 22, 2025 • 51min
Felipe Montealegre and Noah Goldberg (Theia Capital) on Investing in Internet Capital Markets (EP.668)
Felipe Montealegre, a partner at Theia Capital specializing in liquid crypto investments, joins Noah Goldberg, a venture capitalist focusing on internet capital markets. They dive into what truly drives crypto market valuations—fundamentals or capital supply. The duo explores the venture and hedge fund dynamics shaping crypto markets, exceptional founder traits, and the innovative use of LLMs in investment strategies. They also share insights on futurarchy as a governance tool for token holders, highlighting exciting trends for the future.

10 snips
Sep 19, 2025 • 35min
Weekly Roundup 09/19/25 (SEC listing standards, BoE stablecoin limits, Tether’s USAT) (EP.667)
This week covers major updates in the crypto world. The SEC's new listing standards for cryptoassets could open doors for spot ETFs. Gensler's legacy takes a hit as a year's worth of his texts mysteriously disappear. The Bank of England proposes strict limits on stablecoin holdings while Tether introduces its USAT. Coinbase is delving into a new network token, and Binance is close to wrapping up its DOJ compliance. There’s also buzz around Galaxy’s tokenized money market fund and new payment innovations from PayPal!

21 snips
Sep 16, 2025 • 27min
Walt Smith (Standard Crypto) on VC Investing in Bitcoin (EP.666)
Walt Smith, a notable investor and thought leader in the Bitcoin and crypto space, shares his insights on the current state of Bitcoin and its ecosystem. He discusses the relationship between Bitcoin and Austrian economics, emphasizing personal sovereignty and the challenges of traditional banking. The conversation highlights Bitcoin's potential in finance, its role in network states, and the complexities of using it as a payment method versus an investment. Smith also examines innovation in Bitcoin technology and the growing interest in Bitcoin ETFs.

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.