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On The Brink with Castle Island

Feb 11, 2025

Nathan McCauley, the co-founder and CEO of Anchorage joins the show. In this episode we discuss:

  • The history of Anchorage and the evolution of the company from a product and regulatory perspective.
  • Operation Chokepoint 2.0 and the debanking of digital asset startups.
  • How banks are approaching the digital asset custody...


Feb 7, 2025

Matt and Nic are back for more news and deals. In this episode: 

  • Matt and Nic’s ski adventure
  • Berachain launches
  • Mike Lempres of Silvergate finally speaks
  • What we learned in the Senate debanking hearing
  • The FDIC releases 790 pages of new documents related to the pause letters
  • The FDIC is reprimanded by a judge in the...


Feb 5, 2025

Former Chairman of Silvergate Bank Mike Lempres joins us for a discussion of Silvergate, the crypto-focused bank that was forced into liquidation in early 2023 following a bank run. This are the first on the record comments from any Silvergate executive following the voluntary liquidation announced in March 2023....


Jan 31, 2025

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

  • Should we revisit Basel rules on Bitcoin? 
  • Jay Powell evolves on banks serving crypto 
  • Are banks going to offer crypto custody post SAB121? 
  • Gensler joins MIT Sloan
  • Should crypto firms boycott MIT? 
  • The Senate will hold a hearing on debanking...


Jan 24, 2025

The episode where we logged on and won forever. Probably the biggest week in crypto history... 

In this episode: 

  • Ross Ulbricht is granted a full pardon 
  • Did Ross Ulbricht deserve a life sentence?
  • SAB121 is finally gone 
  • Why SAB121 was bad
  • Crypto ball review
  • Trump launches a memecoin
  • Trump is inaugurated
  • OCP2.0 is...