On The Brink with Castle Island

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

699 episodes On The Brink with Castle Island Updated 2026-08-30
699 episodes in On The Brink with Castle Island
2026-04-09

Connor Dougherty (Valinor) on the Evolution of Private Credit (EP.712)

Connor Dougherty, Co-Founder and CEO of Valinor Digital, joins the show.…
2026-04-03

Weekly Roundup 04/03/26 (Two big quantum papers, Drift protocol hack, Ma…

Matt and Nic are back for another week of news and deals. In this episod…
2026-03-27

Weekly Roundup 03/27/26 (Google's Quantum Deadline, Circle's sel…

Matt and Nic are back for another week of news and deals. In this episod…
2026-03-20

Weekly Roundup 03/20/26 (Vanity Fair fiasco, SEC token taxonomy, tokeniz…

Matt and Nic are back for another week of news and deals. In this episod…
2026-03-13

Weekly Roundup 03/13/26 (SEC vs CFTC detente, prediction market surveill…

Matt and Nic are back for another week of news and deals. In this episod…
2026-03-06

Weekly Roundup 03/26/26 (Trump supports stablecoin yield, Kraken's m…

Matt and Nic are back for another week of news and deals. In this episod…
2026-03-04

Alex Wilson (Cyclops) on Crypto and Stablecoin Payment Solutions (EP.706…

Alex Wilson, Co-Founder and CEO of Cyclops, joins the show. In this epis…
2026-03-03

Dana Syracuse and Josh Boehm (Paul Hastings) on the regulatory picture p…

Dana Syracuse and Josh Boehm of Paul Hastings join the show. In this epi…
2026-02-27

Weekly Roundup 02/27/26 (Insider Predicting, OCC implements GENIUS, Zach…

Matt and Nic are back with another week of news and deals. In this episo…
2026-02-20

Weekly Roundup 02/20/26 (CFTC claims Prediction Markets, rogue AI agents…

Matt and Nic are back with another week of news and deals. In this episo…
2026-02-18

Raj Parekh (Monad Foundation) on Stablecoins and The Next Era of Fintech…

Wyatt sits down with Raj Parekh, Head of Stablecoins and Payments at Mon…
2026-02-13

Weekly Roundup 02/13/26 (SBF wants a retrial, taking stock of Web3, Clar…

Matt and Nic are back with another week of news and deals. In this episo…
2026-02-11

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

Wyatt sits down with Bhavin, co-founder of Birch Hill to chat about the …
2026-02-06

Weekly Roundup 02/06/26 (Bitcoin bloodbath, Digesting Epstein's Emai…

Matt and Nic are back with another week of news and deals. In this episo…
2026-01-30

Weekly Roundup 01/30/26 (Fidelity's FIDD, Gold rally, Worldcoin and …

Matt and Nic are back with another week of news and deals. In this episo…
2026-01-23

Weekly Roundup 01/23/26 (CLARITY stalls, Iran's USDT reserves, Is We…

Nic and Matt are back for another week of news and deals. In this episod…
2026-01-16

Weekly Roundup 01/16/26 (CLARITY problems, InfoFi Dead, CA Wealth Tax, K…

Matt and Nic are back after a week off. In this episode: The Clarity ma…
2026-01-12

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

Wyatt, Henry, and Jake recently put out a report called "Total Value Los…
2026-01-02

Weekly Roundup 01/02/26 (2026 predictions, wealth taxes, secret insolven…

Matt and Nic are back for the first OTB show of 2026. In this episode: …
2025-12-30

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

Matthew Le Merle and Mitch Mechigian of Blockchain Coinvestors join the …
2025-12-19

Weekly Roundup 12/19/25 (Quantum FUD, CLARITY markup, are forks obsolete…

Matt and Nic are back for more deals and news. In this episode: Secret…
2025-12-17

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

Henry sits down with Corn, head of business development at Yearn Finance…
2025-12-12

Weekly Roundup 12/12/25 (Do Kwon sentenced, DTC no action letter, Circle…

Matt and Nic are back with more news and deals. In this episode: CIV g…
2025-12-05

Weekly Roundup 12/05/25 (The trouble with Taproot, a prediction market p…

Matt and Nic are back with another week of news and deals. In this episo…