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On The Brink with Castle Island

Oct 29, 2024

Pat Larsen, the founder and CEO of Zenledger joins the show. In this episode we discuss:

  • The latest developments in the tax and compliance categories within digital assets.
  • How asset managers and large financial institutions are increasingly adopting digital assets.
  • The compliance obligations of financial services...


Oct 25, 2024

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

  • The Polymarket whale is identified
  • BTCUSD predictions for the election
  • Election models versus prediction markets
  • Stripe acquires Bridge for $1.1b
  • Did the Bridge deal make sense for Stripe?
  • Stablecoins as Fintech 3.0
  • Nigeria frees Tigran Gambaryan
  • Kraken is...


Oct 18, 2024

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

  • Nic’s Dutch misadventures
  • Federal versus State regulation of Stablecoins
  • TD Bank filed $3b for money laundering
  • Are stake rewards property or income?
  • Italy hikes capital gains taxes on Bitcoin
  • Is Polymarket manipulated?
  • Has the first AI bot...


Oct 11, 2024

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

  • Are shipping regulations making the oceans hotter?
  • Is Satoshi Peter Todd?
  • Is the identity of Satoshi the best mystery of all time?
  • The SEC comes after Cumberland
  • Crypto.com sues the SEC
  • World Liberty Financial is doing a tokensale
  • Uniswap...


Oct 4, 2024

Matt and Nic return for another week of news and deals. In this episode:

  • Monad Madness
  • CZ is released from jail
  • Roman Storm’s motion to dismiss is denied
  • Mango settles with the SEC
  • Swift is piloting digital asset transactions
  • Bitwise submits and S-1 for a Ripple ETF
  • Visa announces their Tokenized Assets...