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On The Brink with Castle Island

Business & Economics Podcasts

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

Location:

United States

Description:

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

Language:

English


Episodes
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Weekly Roundup 02/20/26 (CFTC claims Prediction Markets, rogue AI agents, ETH's existential crisis) (EP.703)

2/20/2026
Matt and Nic are back with another week of news and deals. In this episode:

Duration:00:31:39

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Raj Parekh (Monad Foundation) on Stablecoins and The Next Era of Fintech (EP.702)

2/18/2026
Wyatt sits down with Raj Parekh, Head of Stablecoins and Payments at Monad. In this episode:

Duration:00:38:24

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Weekly Roundup 02/13/26 (SBF wants a retrial, taking stock of Web3, Clarity deadlocked) (EP.701)

2/13/2026
Matt and Nic are back with another week of news and deals. In this episode: Content mentioned: The long game for crypto

Duration:00:42:37

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Bhavin Vaid (Birch Hill) on Better Markets for Tokenized Assets (EP.700)

2/11/2026
Wyatt sits down with Bhavin, co-founder of Birch Hill to chat about the tokenized asset and DeFi market broadly. In this episode:

Duration:00:36:52

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Weekly Roundup 02/06/26 (Bitcoin bloodbath, Digesting Epstein's Emails, Ethereum rethinks L2s) (EP.699)

2/6/2026
Matt and Nic are back with another week of news and deals. In this episode: Content mentioned in this episode: Bitcoin developers are mostly not concerned about quantum risk

Duration:00:41:38

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Weekly Roundup 01/30/26 (Fidelity's FIDD, Gold rally, Worldcoin and AI bots, digital alibis) (EP. 698)

1/30/2026
Matt and Nic are back with another week of news and deals. In this episode: Content mentioned in this episode: Niall Ferguson and Manny Rincon-Cruz Stablecoins Are the Future but Banks will SurviveMcKinsey and Artemis Stablecoins in payments: What the raw transaction numbers miss

Duration:00:38:34

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Weekly Roundup 01/23/26 (CLARITY stalls, Iran's USDT reserves, Is Web3 Social over?) (EP.697)

1/23/2026
Nic and Matt are back for another week of news and deals. In this episode:

Duration:00:36:36

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Weekly Roundup 01/16/26 (CLARITY problems, InfoFi Dead, CA Wealth Tax, Kontigo) (EP.696)

1/16/2026
Matt and Nic are back after a week off. In this episode: Content mentioned in this episode: Kontigo: Y Combinator's Venezuelan Sanctions Evasion Startup

Duration:00:44:32

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Wyatt & Jake Lynch on Onchain Financial Markets (EP.695)

1/12/2026
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 episode is a continuation of that conversation, exploring what carries value in DeFi going forward, particularly on the back of a shaky market period. This discussion covers:

Duration:00:39:24

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Weekly Roundup 01/02/26 (2026 predictions, wealth taxes, secret insolvencies) (EP.694)

1/2/2026
Matt and Nic are back for the first OTB show of 2026. In this episode: Content mentioned in this episode: Trillion Dollar Salvage

Duration:00:37:25

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2025 Highlights and 2026 Predictions with Blockchain Coinvestors (EP.693)

12/30/2025
Matthew Le Merle and Mitch Mechigian of Blockchain Coinvestors join the show. In this episode we discuss: To learn more about Blockchain Coinvestors visit fifthera.com/blockchain

Duration:00:45:40

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Weekly Roundup 12/19/25 (Quantum FUD, CLARITY markup, are forks obsolete?) (EP.692)

12/19/2025
Matt and Nic are back for more deals and news. In this episode: Content mentioned in this episode: Year in Review

Duration:00:42:20

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Corn (Yearn Finance) on the Evolution of DeFi Protocols (EP. 691)

12/17/2025
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:

Duration:00:38:59

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Weekly Roundup 12/12/25 (Do Kwon sentenced, DTC no action letter, Circle's private stablecoin) (EP.690)

12/12/2025
Matt and Nic are back with more news and deals. In this episode: Content mentioned in this episode: All Falls Down

Duration:00:37:34

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Weekly Roundup 12/05/25 (The trouble with Taproot, a prediction market paradox, HFSC OCP.2 report) (EP.689)

12/5/2025
Matt and Nic are back with another week of news and deals. In this episode:

Duration:00:33:39

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Stepan Simkin (Squads) on Stablecoin-Powered Financial Services

12/1/2025
Stepan, founder of Squads, sits down with Wyatt on today's episode. In this discussion:

Duration:00:33:01

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Weekly Roundup 11/27/25 (Who we are thankful for, S&P downgrades Tether) (EP.687)

11/28/2025
Matt and Nic record a special Thanksgiving episode of OTB. In this episode:

Duration:00:28:09

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Weekly Roundup 11/21/25 (Quantum FUD, DAT hangover, stablecoin duration risk) (EP.686)

11/21/2025
Matt and Nic are back for another week of news and deals. In this episode:

Duration:00:38:41

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Weekly Roundup 11/14/25 (Miran speech, Cash App adds Stables, DAT Hangover)(EP.685)

11/14/2025
Matt and Nic are back for another week of news and deals. In this episode: Content mentioned: A Global Stablecoin Glut: Implications for Monetary Policy

Duration:00:34:17

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Weekly Roundup 11/07/25 (Balancer hack, DATs are suffering, Zcash rally) (EP.684)

11/7/2025
Matt and Nic are back with another week of news and deals. In this episode: Content mentioned: Comment Letter to Treasury GENIUS ANPR

Duration:00:36:41