On The Brink with Castle Island

Weekly Roundup 06/05/26 (MSTR wobbles, Polymarket's MSTR market, Andrew Left convicted) (EP.723)

Matt and Nic are back for another week of news and deals. In this episode: FIFA's World Cup ticketing scandal Andrew Yang is now a crypto and telecoms entrepreneur Are Strategy's woes responsible for the Bitcoin pullback...

2026-06-05

Episode notes

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

  • FIFA's World Cup ticketing scandal
  • Andrew Yang is now a crypto and telecoms entrepreneur
  • Are Strategy's woes responsible for the Bitcoin pullback?
  • Will Saylor defend STRC or MSTR?
  • What are Saylor's options here?
  • Polymarket has another market resolution SNAFU
  • How UMA could be used to exploit Polymarket
  • BitMine considers a perpetual preferred security
  • Google's quantum circuit is optimized by hobbyists
  • Galaxy launches OTC trading for prediction markets
  • Treasury sanctions Iran's largest digital asset exchanges
  • Andrew Left of Citron research is convicted of securities fraud