On The Brink with Castle Island

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

11 snips
Nov 28, 2025
Get ready for Thanksgiving banter about deep-fried turkeys and holiday traditions. Discover the latest in fintech with Klarna's stablecoin launch and the legal maze surrounding prediction markets. Hear insights on Upbit's substantial hack and S&P's downgrade of Tether. The hosts also dive into Robinhood's move into prediction markets and the competitive landscape for payment giants like Visa and Mastercard. Plus, a heartfelt segment on those they're thankful for this year enhances the holiday spirit.
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ANECDOTE

Thanksgiving Morning Rituals

  • Matt Walsh and Nic Carter discuss their dislike of turkeys and Thanksgiving morning routines including runs and deep-fried turkey PSAs.
  • They share personal Thanksgiving habits to set a casual tone before the news rundown.
INSIGHT

Consolidation And New Token Launch Paths

  • Castle Island portfolio saw Fortify acquired by Paxos and Monad launch via a U.S. token sale on Coinbase highlighting consolidation and new launch pathways.
  • These deals signal wallet infrastructure roll-ups and that major token launches can happen without traditional exchange routes.
ADVICE

Monetize Float With Embedded Stablecoins

  • Stripe's Tempo chain and integrated wallet/on-ramp stack offer fintechs a turnkey path to issue stablecoins and monetize customer float.
  • Do consider internal stablecoins if you want to capture reserve economics instead of outsourcing them to third-party issuers.
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