On The Brink with Castle Island
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
Maple Finance CEO and cofounder Sid Powell joins the show to talk about Maple's huge year so far. In this episode:
- Syrup and Maple's evolution into an on-chain asset manager
- Traditional credit players servicing on-chain finance
- DeFi's strengths and weaknesses relative to traditional markets
Matt and Nic are back for another week of news and deals. In this episode:
- The White House publishes their highly awaited crypto report
- SEC Chair Paul Atkins makes a landmark speech
- Stablecoin-focused L1s
- DAT mNAV premia are converging to 1
- Figma IPO
- The SEC embraces tokenized securities, airdrops, token issuance, and DeFi
- In-kind create and redeem has been authorized for Bitcoin ETFs
- JPM deepens their partnership with Coinbas...
Wyatt sits down with Michael Bentley, the founder of Euler. In this episode:
- Euler's founding story, infamous security incident, and comeback story
- How the team and protocol stayed together in the face of immense challenges
- The value of personal relationships in crypto despite a pseudonymous culture
Matt and Nic are back with another week of news and deals. In this episode:
- Defending “Free Banking” from the critics – and why stablecoins are unlike free banks
- The American Bankers Association doesn’t like new crypto charters
- Tether CEO Paolo Ardoino announces the company’s plan to launch a new US-based stablecoin this year
- Strategy announced the plans for the fourth preferred stock offering this week, STRC, or "Stretch."
- A...
Cyrus Shirazi, CEO of Haven joins the show. In this episode:
- R&D tax credits and offering an attractive tax product to early stage companies
- What on-chain finance needs to fulfill becoming a better ledger for accounting
- What startups should look for in a tax & accounting partner
Matt and Nic are back for another week of news and deals. In this episode:
- The Coldplay concert incident
- It’s Crypto Week in Washington
- Talos acquires Coin Metrics
- Do you need an MTL to run a fantasy football league?
- GENIUS Act is law pending Trump’s signature
- Clarity Act passes the House
- Pump.fun ICO
- Fairshake raises $141m
- Grayscale is preparing for an IPO
- Adam Back’s Bitcoin access vehicle
- Polymarket beats the allegations
- I...
Wyatt sits down with Nikhil Raghuveera of Predicate to talk policy for blockchain applications. In this episode:
- How Predicate’s “rules for blockchain transactions” are making on-chain finance more scalable and secure
- Creating more compliant stablecoin transfer systems suitable to mass financial use cases
- The future of secure money movement
- How leading ...
Matt and Nic are back for another week of news and deals. In this episode:
- Bitcoin hits a new ATH and no one is talking about it
- Grok goes haywire
- The White House posts chudjak
- Core Weave looks to buy Core Scientific
- Stablecoins are going to pay yield anyway
- Did Zelenskyy wear a suit?
- How should prediction markets be settled?
- Pump.fun ICO is coming up
- Hester Peirce issues a warning on tokenized securities
- Crypto Week in Congr...
Zac Townsend, the founder and CEO of Meanwhile, joins the show. In this episode we discuss:
- Zac’s background and the path that led him to start Meanwhile.
- The mechanics of Bitcoin denominated life insurance.
- How Meanwhile generates Bitcoin yield.
- Zac’s views on the evolution of Bi...
Matt and Nic are back for another week of news and deals. In this episode:
- EthCC troubles
- Robinhood has been shipping
- Figma owns BTC
- The House GOP has declared "crypto week" in July
- Circle and Ripple are applying for bank charters
- AI companies are buying Bitcoin miners
- Sharia finance
- The BBB passes
- America teeters towards default
- The Sohan Parekh fiasco
- How do tokenized stocks work?
- Another architect of OCP2.0 bites the ...
Chris Maurice, founder of Yellow Card, a pan-Africa stablecoin business and exchange, rejoins the show. In this episode:
- How Chris feels about the crypto space in 2025 as compared to when he started a decade ago
- How Yellow Card evolved from being a retail BTC exchange to being an enterprise payment platform for stablecoins
- How Chris realized that stablecoins were all about b2b transfers
- How businesses in EM use stablecoins, an...
Wyatt sits down with Bernando Bilotta, founder of Stables.money. In this episode:
- Stablecoin usage in APAC, for saving, spending, and beyond
- Retail adoption that bleeds into institutional adoption
- The forward-looking path for stablecoin finance
Matt and Nic are back for another week of news and deals. In this episode:
- Golden age of prediction markets
- NYC mayor’s election
- What’s happening with Canton?
- The FHFA says crypto can be a qualifying asset for mortages
- Our thoughts on the market structure bill
- The significance of the Fiserv stablecoin pilot
- $500m public access vehicle for BNB
- The Fed drops reputational risk in bank supervision
- EO for debanking is rumored
- Krak...
Josh Frank, the founder and CEO of The Tie joins the show. In this episode we discuss:
- The origin story behind The Tie and how Josh approached founding the business.
- The digital asset data market.
- How sentiment data has evolved in the digital asset industry.
- The buy-side landscape...
Ria sits down with Luca Prosperi, CEO and Co-Founder of M0, a universal stablecoin platform that enables customization while preserving interoperability across assets. In this episode, we cover:
- Lessons from MakerDAO
- Drawing inspiration from the dual banking system
- Building a base asset that is decentralized, permissionless and ossified
- Issuing opinionat...
Matt and Nic are back for another week of news and deals. In this episode:
- The GENIUS Act passes the Senate
- Should GENIUS be stapled to market structure?
- Bessent thinks stablecoins could be $3.7T by 2030
- Stablecoin FUD
- Will stablecoins destabilize the US Treasury market
- JPM's stablecoin FUDs
- JPMD's deposit token will launch on Base
- The future of stablecoin yield in the US
- Circle hits a $50b market cap
- Yellowcard partners wit...
Sean is joined by Santi Alvarado, CEO/Co-Founder of XFX, to cover their seed raise and how money moves cross border. In this episode:
- Background of Santi and how he made his way into crypto
- How legacy FX settlement operates today
- How XFX enables more liquidity for cross border payment companies
Wyatt is joined by Greg Genega, Digital Asset and Blockchain leader at KPMG, for a conversation on the state of crypto auditing. In this episode:
- How KPMG works with crypto companies and protocols
- Relevant new innovations in the crypto space
- What to look out for as a new founder
Matt and Nic are back for another week of news and deals. In this episode:
- Stripe acquires wallet infrastructure company Privy for an undisclosed sum
- Fireblocks’ stablecoin data
- Stablecoin FUD
- Were mnemonic phrases a local maxima?
- Bullish and Gemini have filed preliminary paperwork for IPOs
- Soc Gen is launching a USD stablecoin
- We look at some infamous rogue traders
- Gamestop’s bitcoin strategy is a flop
- DTCC is looking at iss...
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