On The Brink with Castle Island
Podcast image
Weekly Roundup 04/03/26 (Two big quantum papers, Drift protocol hack, Maritime Salvage law)
35 mins; April 03, 2026
Weekly Roundup 03/27/26 (Google's Quantum Deadline, Circle's selloff, DATs are selling)
35 mins; March 27, 2026
Weekly Roundup 03/20/26 (Vanity Fair fiasco, SEC token taxonomy, tokenized deposits)
33 mins; March 20, 2026
Weekly Roundup 03/13/26 (SEC vs CFTC detente, prediction market surveillance, equitizing tokens)
32 mins; March 13, 2026
Weekly Roundup 03/26/26 (Trump supports stablecoin yield, Kraken's master account, death prediction markets)
31 mins; March 06, 2026
Alex Wilson (Cyclops) on Crypto and Stablecoin Payment Solutions
15 mins; March 04, 2026
Dana Syracuse and Josh Boehm (Paul Hastings) on the regulatory picture post-Genius
31 mins; March 03, 2026
Weekly Roundup 02/27/26 (Insider Predicting, OCC implements GENIUS, ZachXTB fingers Axiom, Jane St vs Terra)
34 mins; February 27, 2026
Weekly Roundup 02/20/26 (CFTC claims Prediction Markets, rogue AI agents, ETH's existential crisis)
31 mins; February 20, 2026
Raj Parekh (Monad Foundation) on Stablecoins and The Next Era of Fintech
38 mins; February 18, 2026
Weekly Roundup 02/13/26 (SBF wants a retrial, taking stock of Web3, Clarity deadlocked)
42 mins; February 13, 2026
Bhavin Vaid (Birch Hill) on Better Markets for Tokenized Assets (EP.700)
36 mins; February 11, 2026
Weekly Roundup 02/06/26 (Bitcoin bloodbath, Digesting Epstein's Emails, Ethereum rethinks L2s)
41 mins; February 06, 2026
Weekly Roundup 01/30/26 (Fidelity's FIDD, Gold rally, Worldcoin and AI bots, digital alibis)
38 mins; January 30, 2026
Weekly Roundup 01/23/26 (CLARITY stalls, Iran's USDT reserves, Is Web3 Social over?)
36 mins; January 23, 2026
Weekly Roundup 01/16/26 (CLARITY problems, InfoFi Dead, CA Wealth Tax, Kontigo)
44 mins; January 16, 2026
Wyatt & Jake Lynch on Onchain Financial Markets
39 mins; January 12, 2026
Weekly Roundup 01/02/26 (2026 predictions, wealth taxes, secret insolvencies)
37 mins; January 02, 2026
2025 Highlights and 2026 Predictions with Blockchain Coinvestors
45 mins; December 30, 2025
Weekly Roundup 12/19/25 (Quantum FUD, CLARITY markup, are forks obsolete?)
42 mins; December 19, 2025
Corn (Yearn Finance) on the Evolution of DeFi Protocols
38 mins; December 17, 2025
Weekly Roundup 12/12/25 (Do Kwon sentenced, DTC no action letter, Circle's private stablecoin)
37 mins; December 12, 2025
Weekly Roundup 12/05/25 (The trouble with Taproot, a prediction market paradox)
33 mins; December 05, 2025
Stepan Simkin (Squads) on Stablecoin-Powered Financial Services
33 mins; December 01, 2025
Weekly Roundup 11/27/25 (Who we are thankful for, S&P downgrades Tether)
28 mins; November 28, 2025
Weekly Roundup 11/21/25 (Quantum FUD, DAT hangover, stablecoin duration risk)
38 mins; November 21, 2025
Weekly Roundup 11/14/25 (Miran speech, Cash App adds Stables, Tokens vs Equity)
34 mins; November 14, 2025
Weekly Roundup 11/07/25 (Balancer hack, DATs are suffering, Zcash rally)
36 mins; November 07, 2025
Keone Hon (Monad Foundation) on Blockchains Built to Scale
21 mins; November 05, 2025
Giovanni Vignone (Octane Security) on Protecting Onchain Assets
38 mins; November 03, 2025
Weekly Roundup 10/31/25 (DATs selling coins, prediction market problems, Bessent's pesos)
37 mins; October 31, 2025
Geetha Panchapakesan (Tesser) on Enabling FIs to Utilize Stablecoins
19 mins; October 29, 2025
Weekly Roundup 10/24/25 (Quantum, Crypto Pardons, Fed Payment Accounts)
34 mins; October 24, 2025
Weekly Roundup 10/17/25 (Flash crash, pig butchering scam busted, Erebor charter granted)
34 mins; October 17, 2025
Pbj (Perpl) on the Perp DEX Market & Monad's Imminent Launch
27 mins; October 14, 2025
Dave Balter (Flipside) on the convergence of AI and Blockchain Analytics
33 mins; October 13, 2025
Weekly Roundup 10/10/25 (Luxembourg buys BTC, N. Dakota's stablecoin, Salomon bros dust attack)
37 mins; October 10, 2025
Pelle Braendgaard on the Notabene Flow payments platform
40 mins; October 08, 2025
Mike Cagney (Figure) on Blockchain Capital Markets
36 mins; October 07, 2025
Weekly Roundup 10/03/25 (Stablecoin Wars, SEC no action letters, Government shutdown)
33 mins; October 03, 2025
Ben Ward & Steven Pack (RockSolid) on DeFi Vaults
31 mins; October 01, 2025
Mark Coe (Intrinsic Edge) on The View From The Public Markets
29 mins; September 29, 2025
Weekly Roundup 09/26/25 (Tether worth $500b?, Cloudflare's stablecoin, DAT insider trading)
33 mins; September 26, 2025
Felipe Montealegre and Noah Goldberg (Theia Capital) on Investing in Internet Capital Markets
51 mins; September 22, 2025
Weekly Roundup 09/19/25 (SEC listing standards, BoE stablecoin limits, Tether's USAT)
34 mins; September 19, 2025
Walt Smith (Standard Crypto) on VC Investing in Bitcoin
26 mins; September 16, 2025
Weekly Roundup 09/12/25 (Hyperliquid stablecoin, CBOE continuous futures, stablecoin interest)
32 mins; September 12, 2025
Austin Federa (DoubleZero) on Building a Better Internet
47 mins; September 08, 2025
Weekly Roundup 09/05/25 (Stripe's Tempo, NASDAQ tightens rules on DATs, WLF vs Sun)
34 mins; September 05, 2025
Daniel Lev (Coinflow) on Stablecoin Payments
33 mins; September 02, 2025
Weekly Roundup 08/29/25 (Stablecoins in CDMX, DAT issues, GDP on the blockchain)
32 mins; August 29, 2025
Sandy Kaul (Franklin Templeton) on Onchain Asset Management
29 mins; August 25, 2025
Weekly Roundup 08/22/25 (SALT Jackson Hole, Wyoming Stable Token, Fed drama)
39 mins; August 22, 2025
Cupid & Hercules (Groom Lake) on Preventing and Responding to Cybercrime
27 mins; August 21, 2025
Luke Xie (SatLayer) on The Next Generation of Bitcoin Yield
29 mins; August 18, 2025
Weekly Roundup 08/15/25 (DAT fine print, stablecoin L1s, banks vs stables)
38 mins; August 15, 2025
Huf Haus (Pear Protocol) on Trading Strategies Across Crypto Cycles
32 mins; August 13, 2025
Nathan McCauley on Anchorage Digital Prime and Stablecoin White-Label
30 mins; August 11, 2025
Weekly Roundup 08/08/25 (Debanking EO, Storm Verdict, RMB stables)
39 mins; August 08, 2025
Sid Powell (Maple) on Maple's Comeback & DeFi Credit Markets
39 mins; August 04, 2025
Weekly Roundup 08/01/25 (SEC's Project Crypto, In-kind ETFs, White House report)
31 mins; August 01, 2025
Michael Bentley (Euler) on Euler's Comeback
46 mins; July 28, 2025
Weekly Roundup 07/25/25 (Tether's GENIUS options, Defending Free Banks, Saylor's Stretch)
37 mins; July 25, 2025
Cyrus Shirazi (Haven) on Better Bookkeeping for Crypto Startups & Beyond
32 mins; July 21, 2025
Weekly Roundup 07/18/25 (GENIUS is Law, Clarity passes, narrow banking and GENIUS)
36 mins; July 18, 2025
Nikhil Raghuveera (Predicate) on Policy Engines for Blockchains
34 mins; July 14, 2025
Weekly Roundup 07/11/25 (New BTC ATH, Crypto Week, Zelensky suit scandal)
34 mins; July 11, 2025
Zac Townsend (Meanwhile) on Bitcoin Life Insurance
29 mins; July 10, 2025
Charles Hamel (Opera MiniPay) on Globalizing Dollar Access
21 mins; July 09, 2025
Weekly Roundup (Tokenized stocks, Crypto Week, BBB passes)
36 mins; July 04, 2025
Chris Maurice (Yellow Card) on Stablecoin Adoption in Africa
37 mins; July 02, 2025
Bernardo Bilotta (Stables Money) on Stablecoin Fintech in APAC
32 mins; June 30, 2025
Weekly Roundup 06/27/25 (Bitcoin for mortages, Fiserv adopts stables, Fed drops reputation risk)
37 mins; June 27, 2025
Josh Frank (The Tie) on Crypto Market Intelligence
39 mins; June 26, 2025
Luca Prosperi (M0) on a Universal Stablecoin Platform
42 mins; June 23, 2025
Weekly Roundup 06/20/25 (GENIUS passes, Stablecoin FUD, FUD dice retrospective)
37 mins; June 20, 2025
Santi Alvarado (XFX) on Improving FX for Stablecoins
15 mins; June 19, 2025
Greg Genega (KPMG) on Crypto Auditing
22 mins; June 18, 2025
Weekly Roundup 06/13/25 (Stripe buys Privy, Stablecoin FUD, Rogue Traders)
35 mins; June 13, 2025
Weekly Roundup 06/06/25 (Circle IPO, Singapore rules, Trump wallet?)
27 mins; June 06, 2025
Isha Varshney (Celo) on Stablecoin Adoption Across Markets
33 mins; June 04, 2025
Weekly Roundup 05/30/25 (Bitcoin Access Vehicles, GME buys BTC, Pangea Fund)
22 mins; May 30, 2025
Anthony Yim (Artemis) on Stablecoin Payments from the Ground Up
25 mins; May 29, 2025
Markus Franke and Denney Kwok (Mento Labs) on Stablecoins for FX
38 mins; May 26, 2025
Weekly Roundup 05/23/25 (Genius Cloture, Sui hack, $Trump dinner)
33 mins; May 23, 2025
Andrew MacKenzie (Agant) on British Pound Stablecoins
30 mins; May 21, 2025
Weekly Roundup 05/16/25 (GENIUS is back, Coinbase data breach, Big Tech stables)
40 mins; May 16, 2025
Alex Cutler (Aerodrome) on DeFi's Next Steps
39 mins; May 14, 2025
TN (Pendle) on Stable Yield
32 mins; May 12, 2025
Weekly Roundup 05/09/25 (GENIUS stalls, Coinbase buys Deribit, Bessent on stables)
28 mins; May 09, 2025
Adam Healy (Station 70) and Josh Schwartz (Fordefi) on failover MPC wallets
35 mins; May 08, 2025
David Taylor (Etherfuse) on Non-USD Stablecoins
41 mins; May 07, 2025
Justin and Hannah (Asymmetry Finance) on Stablecoins, Yield, & Risk in DeFi
40 mins; May 05, 2025
Weekly Roundup 05/02/25 (Treasury on Stablecoins, Mastercard and Visa push stables, quantum revisited)
33 mins; May 02, 2025
Kedian Sun (Level Money) on Stablecoin Expansion in DeFi
30 mins; April 29, 2025
Weekly Roundup 04/25/25 (Decoupling, Fed Rescinds guidance, 21 Capital)
27 mins; April 25, 2025
Weekly Roundup 04/18/25 (Signature Postmortem, Mantra collapse, Powell on stablecoins)
39 mins; April 18, 2025
Fred Hsu and Michael Ho (D3) on Creating Efficient Domain Name Markets
32 mins; April 16, 2025
Yuval Rooz and Eric Saraniecki (Digital Asset) on the Canton Network
43 mins; April 15, 2025
Weekly Roundup 04/11/25 (Tether's new stablecoin, dedollarization, DoJ disbands crypto team)
34 mins; April 11, 2025