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
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Nov 13, 2026 · 33:34
Matt and Nic are back with another week of news and deals. In this episode: Jensen Huang exits NVIDIA Did China hawks force Huang out? 21 banks commit $270m to Project Faro…
Nov 6, 2026 · 35:32
Matt and Nic are back with another week of news and deals. In this episode: North Korean hackers pull off the largest crypto theft on record at Binance Democrats sweep the…
Oct 30, 2026 · 37:40
Editor's note: this episode was recorded before the Binance hack. Matt and Nic are back with another week of news. In this episode: Prediction markets keep screwing up around…
Oct 23, 2026 · 32:42
Matt and Nic are back with another week of news. In this episode: Marathon Fusion says it has turned mercury into stable gold What would commercially viable alchemy mean for…
Oct 16, 2026 · 39:46
Matt and Nic are back with another week of news and deals. In this episode: The OCC publishes its debanking findings on America's largest banks Will the banks' fixes satisfy…
Oct 9, 2026 · 37:04
Matt and Nic are back with more deals and news. In this episode: Is it appropriate to have AI manage your fantasy league? Quant firms are hiring "quals" Justin Drake scares…
Oct 5, 2026 · 29:07
Esther Wong, founder and CEO of Cashi joins the show. Cashi is a stablecoin spending app and cashback card with a global footprint. In this episode we discuss: Customer personas…
Oct 2, 2026 · 33:16
Matt and Nic are back with another week of news and deals. In this episode: Are OpenAI and Anthropic reenacting the Fat Protocol Hypothesis Will AI agents cause bank runs…
Sep 25, 2026 · 33:29
Matt and Nic are back with another week of news and deals. In this episode: How loud are America's largest data centers? What's wrong with XAI's data center in Mississippi? The…
Sep 18, 2026 · 38:51
Matt and Nic are back for another week of news and deals. In this episode: How is SBF like Dario? The EAs are at it again Do we need new regulation to Pace the Frontier? Can…
Sep 11, 2026 · 47:32
Matt and Nic are back for more deals and news. In this episode: We bring back his the theme music Anthropic employees think there's a 10% chance AI destroys humanity Was Jacob…
Sep 4, 2026 · 33:37
Matt and Nic are back for another week of news and deals. In this episode: We determine the winner of the bad boys theme song competition Dwarkesh ignites controversy with his…
Sep 2, 2026 · 33:05
Wyatt sits down with Guy Young, founder of Ethena, for Guy's third appearance on the pod. In this episode: What has driven Ethena's success and durability? Where is there demand…
Aug 28, 2026 · 35:40
Matt and Nic return for another week of deals and news. In this episode: Matt and Nic consider candidates for the new bad boys intro music 39 state banking associations form the…
Aug 21, 2026 · 33:14
Matt and Nic return for another week of news and deals. In this episode: The boys review SALT Wyoming in Jackson Hole Why did Stripe buy Openrouter? Stripe says we have entered…
Aug 14, 2026 · 37:49
Matt and Nic are back for another week of news and deals. In this episode: Who is the main character in AI? Why are people so mad about datacenters? Sherrod Brown is back and…
Aug 7, 2026 · 38:15
Matt and Nic are back with more news and deals. In this episode: Why the Coldcard hack is worse than some major exchange and DeFi hacks What the Coldcard hack told us about the…
Jul 31, 2026 · 38:26
Matt and Nic are back for another week of news and deals. In this episode: What the novel Hyperion tells us about AI doom Situational Awareness liquidates most of its public book…
Jul 24, 2026 · 33:50
Nic and Matt are back for another week of news and deals. In this episode: The Fat Model Thesis Are OAI and Anthropic in real trouble with Kimi? The Bitcoin Security Consortium…
Jul 17, 2026 · 39:26
Matt and Nic are back with the deals and news of the week. In this episode: Nic licks his World Cup wounds Do Bitcoin Treasury strategies make sense? Trying to make sense of…
Jul 10, 2026 · 29:24
Matt and Nic are back with another week of news and deals. In this episode: Strategy sells $216m worth of BTC Where does Strategy go from here with STRC? Kalshi's case faces the…
Jul 3, 2026 · 30:29
Matt and Nic are back with another week of news and deals. In this episode: Saylor releases Strategy's "Digital Credit Capital Framework" MSTR stabilizes for now though STRC is…
Jun 26, 2026 · 40:22
Matt and Nic are back for another week of news and deals. In this episode: Our recording snafu STRC's depeg explained Saylor's path forward Why Strategy's issue is the converts…
Jun 19, 2026 · 38:41
Matt and Nic are back for a week of news and deals. In this episode: The Tartan Army takes over Boston Europeans are shocked that American infrastructure works STRC falls into…
Jun 12, 2026 · 38:14
Matt and Nic are back with a new week of news and deals. In this episode: Spanish soccer club Osasuna hedges their relegation on Kalshi Strategy shocks people by buying the dip…
Jun 9, 2026 · 1:03:33
Wyatt sits down with Omid Malekan, a Professor at Columbia Business School, author of several books, and "Explainer-in-Chief" of blockchain technology. In this episode, Wyatt and…
Jun 5, 2026 · 32:57
Matt and Nic are back for another week of news and deals. In this episode: FIFA's World Cup ticketing scandal Andrew Yang is now a crypto and telecoms entrepreneur Are Strategy's…
May 29, 2026 · 43:01
Matt and Nic are back with another week of news and deals. In this episode: The CEO of Lead bank says debanking was made up Which aspects of debanking were real? The SEC scraps…
May 22, 2026 · 35:18
Matt and Nic are back with another week of news and deals. In this episode: Are AI datacenters better or worse for the environment than Bitcoin miners? AI is not responsible for…
May 15, 2026 · 24:33
Matt and Nic are aback with another week of news and deals, today joined by Gus Coldebella to cover the CLARITY Act. In this episode: The Clarity Act advances resoundingly from…
May 8, 2026 · 43:19
Matt and Nic are back for another week of news and deals. In this episode: Will Hantavirus become another global pandemic? Kraken buys Reap for $600m Bullish buys Equiniti for…
May 1, 2026 · 29:52
Matt and Nic are back for another week of news and deals. In this episode: DeFi had its worth month of hacks ever How are people falling for the fake Zoom link hack The KelpDAO…
Apr 27, 2026 · 35:41
Pluto is a veteran of DeFi and cross chain systems, with prior stints at Thorchain and Airswap, now building Harbor , a native asset DEX. In this episode, we talk about the…
Apr 24, 2026 · 36:48
Matt and Nic are back for another week of news and deals: The Finding Satoshi documentary has a new guess Was it Hal or Len? Could Satoshi have been a team? Why Stylometry might…
Apr 22, 2026 · 18:04
Brandon Arvanaghi, the co-founder and CEO of Meow , joins the show. In this episode we discuss: The rise of agentic payments and the convergence of LLMs and financial services.…
Apr 17, 2026 · 34:45
Matt and Nic are back for more news and deals: Jameson Lopp's BIP361 gets an official BIP number What about an official salvage process for the quantum-vulnerable Satoshi coins…
Apr 10, 2026 · 35:34
Matt and Nic are back with another week of news and deals. In this episode: The New York Times thinks Adam Back is Satoshi The problems with the NYT's analysis The case for Len…
Apr 9, 2026 · 17:47
Connor Dougherty , Co-Founder and CEO of Valinor Digital , joins the show. In this episode: Connor's background working at a large private credit shop Pioneering a new category…
Apr 3, 2026 · 35:03
Matt and Nic are back for another week of news and deals. In this episode: The significance of the new Google and Oratomic papers on quantum computing and ECC256 Why short range…
Mar 27, 2026 · 35:38
Matt and Nic are back for another week of news and deals. In this episode: Circle stock sells off big on a CLARITY yield update compromise Tether is doing their first big 4…
Mar 20, 2026 · 33:42
Matt and Nic are back for another week of news and deals. In this episode: What happened with the disastrous Vanity Fair photoshoot Kraken postpones their IPO The SEC releases…
Mar 13, 2026 · 32:20
Matt and Nic are back for another week of news and deals. In this episode: Are we in an oil crisis and energy shock Binance is suing the WSJ for defamation NASDAQ and Kraken…
Mar 6, 2026 · 31:36
Matt and Nic are back for another week of news and deals. In this episode: What Dario Amodei and SBF have in common Trump wades in to the market structure debate and asks the…
Mar 4, 2026 · 15:11
Alex Wilson, Co-Founder and CEO of Cyclops , joins the show. In this episode: Alex's background running The Giving Block and the company's acquisition by Shift4 Difficulty in…
Mar 3, 2026 · 31:16
Dana Syracuse and Josh Boehm of Paul Hastings join the show. In this episode we discuss: The OCC Charter process how digital asset companies are pursuing the federal path The…
Feb 27, 2026 · 34:28
Matt and Nic are back with another week of news and deals. In this episode: Kalshi has detected and banned two accounts for insider trading Is Polymarket going to have to add…
Feb 20, 2026 · 31:39
Matt and Nic are back with another week of news and deals. In this episode: Crypto VC funds have some dry powder CFTC chair Mike Selig asserts jurisdiction over prediction…
Feb 18, 2026 · 38:24
Wyatt sits down with Raj Parekh, Head of Stablecoins and Payments at Monad. In this episode: Will enterprises build out their own stablecoin solutions? Will card payments…
Feb 13, 2026 · 42:37
Matt and Nic are back with another week of news and deals. In this episode: Matt reflects on the Patriots season We review the Superbowl Ads Looking forward to the OpenAI…
Feb 11, 2026 · 36:52
Wyatt sits down with Bhavin, co-founder of Birch Hill to chat about the tokenized asset and DeFi market broadly. In this episode: Who is assessing whether cryptoassets are safe…
Feb 6, 2026 · 41:38
Matt and Nic are back with another week of news and deals. In this episode: Bitcoin grapples with the fallout of the Epstein Emails Did Jeffrey Epstein influence Bitcoin…
Jan 30, 2026 · 38:34
Matt and Nic are back with another week of news and deals. In this episode: Matt is heated about the Belichick HoF vote Fidelity launches a stablecoin FIDD on Ethereum Market…
Jan 23, 2026 · 36:36
Nic and Matt are back for another week of news and deals. In this episode: There's a big storm coming Matt's playoff picks Farcaster sells to Neynar Is this the nail in the…
Jan 16, 2026 · 44:32
Matt and Nic are back after a week off. In this episode: The Clarity market structure bill markup is delayed for now Coinbase backs out of supporting Clarity The bank lobby is…
Jan 12, 2026 · 39:24
Wyatt, Henry, and Jake recently put out a report called "Total Value Lost", exploring how best to assess the value of various DeFi markets - starting with lending markets. This…
Jan 2, 2026 · 37:25
Matt and Nic are back for the first OTB show of 2026. In this episode: Matt's ice rink adventures The House issues a draft of the PARITY Act The trouble with wealth taxes DATs…
Dec 30, 2025 · 45:40
Matthew Le Merle and Mitch Mechigian of Blockchain Coinvestors join the show. In this episode we discuss: The top 5 themes of 2025 for the blockchain industry 2026 predictions…
Dec 19, 2025 · 42:20
Matt and Nic are back for more deals and news. In this episode: Secret exchange insolvency rumors Caroline Ellison is free David Sacks says CLARITY is getting a markup The Fed…
Dec 17, 2025 · 38:59
Henry sits down with Corn , head of business development at Yearn Finance , for a conversation about the evolution and current state of defi. In this episode: The history of defi…
Dec 12, 2025 · 37:34
Matt and Nic are back with more news and deals. In this episode: CIV grows the team Nic does not regret 8 years in crypto People are getting blackpilled about crypto Does…
Dec 5, 2025 · 33:39
Matt and Nic are back with another week of news and deals. In this episode: Quantum risk again Are banks filled with spooks? The trouble with Taproot addresses Microstrategy's…
Dec 1, 2025 · 33:01
Stepan , founder of Squads , sits down with Wyatt on today's episode. In this discussion: Squads' evolution from a DeFi-facing product to servicing a broader range of companies'…
Nov 28, 2025 · 28:09
Matt and Nic record a special Thanksgiving episode of OTB. In this episode: What's the deal with deep fried turkeys? Polymarket gets CTFC approval Klarna is launching a…
Nov 21, 2025 · 38:41
Matt and Nic are back for another week of news and deals. In this episode: Is Quantum FUD causing Bitcoin to sell off? Ray Dalio is worry about Quantum Scott Aaronson is worried…
Nov 14, 2025 · 34:17
Matt and Nic are back for another week of news and deals. In this episode: The Senate Ag Cmte publishes a Market Structure draft Paul Atkins' token taxonomy speech Fed Governor…
Nov 7, 2025 · 36:41
Matt and Nic are back with another week of news and deals. In this episode: Tom Brady's clone dog We reminisce on the Nic Carter v Mike Green debate Is the government shutdown…
Nov 5, 2025 · 21:15
Keone Hon , founder of the Monad Foundation joins the show. In this episode: From the point of view of Keone's trading background, what is the promise of blockchains? Reimagining…
Nov 3, 2025 · 38:47
Wyatt sits down with Giovanni Vignone , the founder of Octane Security , a crypto security platform focused on vetting application code pre-deployment. In this episode we…
Oct 31, 2025 · 37:50
Matt and Nic are back for more news and deals. In this episode: Mastercard buys Zerohash for around $2b Fiserv has a catastrophic day Bitwise launches a Solana staking ETF Is…
Oct 29, 2025 · 19:07
Geetha Panchapakesan , the founder and CEO of Tesser , joins the show. In this episode: Geetha's background in payments and how she arrived in stablecoins Major shifts across…
Oct 24, 2025 · 34:07
Matt and Nic are back with another week of news and deals. In this episode: Old fashioned crime is back Quantum risk to Bitcoin More outcry in Washington over the Democratic…
Oct 17, 2025 · 34:08
Matt and Nic are back with another week of news and deals. In this episode: We dissect the market structure behind the flash crash last week What happened with Binance and…
Oct 14, 2025 · 27:22
Wyatt sits down with Pbj, the founder of Perpl , a prominent perpetuals exchange on the imminently launching Monad blockchain. In this episode: How large are perp exchanges in…
Oct 13, 2025 · 33:18
Dave Balter, the co-founder and CEO of Flipside Crypto joins the show. In this episode we discuss: How Flipside has shifted its product to fully harness the power of LLMs for…
Oct 10, 2025 · 37:36
Matt and Nic are back for another week of news and deals. In this episode: Will stablecoins drive deposit flight from the banks? Is FDIC insurance obsolete? Can CBDCs provide…
Oct 8, 2025 · 40:45
Pelle Braendgaard, the co-founder and CEO of Notabene joins the show. In this episode we discuss: Pelle's background and path to co-founding Notabene. The travel rule and how…
Oct 7, 2025 · 36:50
Mike Cagney , the founder of Figure joins the show. In this episode we discuss: The process of taking Figure public in September 2025. The market structure for tokenized…
Oct 3, 2025 · 33:57
Matt and Nic are back for another week of news and deals. In this episode: AI bailed out the mining companies AI people deal with the same energy use claims We reflect on the…
Oct 1, 2025 · 31:42
Wyatt sits down with Ben Ward and Steven Pack of RockSolid . In this episode: What are DeFi vaults? What is RockSolid? Lido vs Rocket Pool Creating effective unified efforts in…
Sep 29, 2025 · 29:48
Mark Coe , the Founder and CIO of Intrinsic Edge Capital Management joins the show. In this episode we discuss: Mark's background and path that led him to founding Intrinsic Edge…
Sep 26, 2025 · 33:30
Matt and Nic are back for another week of news and deals. In this episode: We review the Coin Center dinner Tether is going out to raise at $500b Cloudflare wants to launch a…
Sep 22, 2025 · 51:27
Wyatt sits down with Felipe Montealegre and Noah Goldberg of Theia Capital , a fund investing actively in liquid crypto tokens with strong fundamentals. In this episode: What…
Sep 19, 2025 · 34:40
Matt and Nic are back for another week of news and deals. In this episode: The SEC approves generic listing standards for cryptoassets Gensler loses a year's worth of text…
Sep 16, 2025 · 26:48
Walt joins the podcast to discuss the current state of Bitcoin and what is investable in and around the Bitcoin ecosystem. In this episode: Austrian economics and Bitcoin…
Sep 12, 2025 · 32:26
Matt and Nic are back for another week of news and deals. In this episode: We reminisce about the fork wars Figure goes public Gemini is slated to list The Winklevoss Quintenz…
Sep 8, 2025 · 47:48
Wyatt sits down with Austin Federa , the founder of DoubleZero to discuss the hardware systems that underlie blockchains and the internet. In this episode: Building a newer,…
Sep 5, 2025 · 34:07
Matt and Nic are back for another week of news and deals. In this episode: We review the US Open The Clippers scandal Fantasy football and the efficient market hypothesis Tax…
Sep 2, 2025 · 33:46
Wyatt sits down with Daniel Lev , the founder of Coinflow , to discuss the evolution of payments amidst a wave of stablecoin-enabled innovation. In this episode: Lurking legacy…
Aug 29, 2025 · 32:40
Nic and Matt return for another week of news and deals. In this episode: Nic reviews the stablecoin conference in Mexico City Will the banks obsolete stablecoins? Some DATs are…
Aug 25, 2025 · 29:57
Wyatt sits down with Sandy Kaul , head of digital assets at Franklin Templeton, to cover Sandy's work with the CFTC and DTCC and creating sandboxes for onchain financial markets.…
Aug 22, 2025 · 39:29
Matt and Nic are back with another week of news and deals. In this episode: Wyoming releases a stabletoken "FRNT" Matt's bear encounter Bowman and Waller's speeches at Jackson…
Aug 21, 2025 · 27:05
Wyatt sits down with the founders of Groom Lake. In this episode: How social engineering attacks are being used to exploit companies in crypto and beyond How companies can better…
Aug 18, 2025 · 29:44
Wyatt sits down with Luke Xie , cofounder of SatLayer for a conversation about Bitcoin yield. In this episode: What makes financial markets for BTC unique How BTC DeFi will…
Aug 15, 2025 · 38:45
Matt and Nic return for another week of news and deals. In this episode: We review the DAT fine print Why being in power is sometimes the hardest part Stripe and Circle announce…
Aug 13, 2025 · 32:13
We sit down with Huf Haus , founder of Pear Protocol . In this episode: What pair trading is, the benefits of Pear trading, and different strategies How to approach different…
Aug 11, 2025 · 30:19
Nathan McCauley , the founder and CEO of Anchorage joins the show. In this episode we discuss: The passage of The Genius Act and the impact it will have on the digital asset…
Aug 8, 2025 · 39:36
Matt and Nic are back for another week of news and deals. In this episode: What's wrong with NYC? China bans Bitcoin for the 15th time Is China really lauching an RMB stablecoin?…
Aug 4, 2025 · 39:13
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…
Aug 1, 2025 · 31:12
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…
Jul 28, 2025 · 46:28
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…
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