Michael Saylor Just Bought $2.5B of Bitcoin in a Bear Market… What Does He Know? w/ John Gillen

Michael Saylor Just Bought $2.5B of Bitcoin in a Bear Market… What Does He Know? w/ John Gillen

From Milk Road Crypto by Milk Road

April 20, 2026 · 40 min

About this episode

The episode discusses Michael Saylor's recent $2.5 billion Bitcoin purchase amidst a bearish market and features insights from guest John Gillen.

🧠 See exactly what top investors are trading in real time: try Milk Road Pro for just $1 for 7 days. ⁠⁠⁠⁠⁠ ~~~~~ Bitcoin looks bearish as hell on the charts... yet Michael Saylor just dropped another $2.5 BILLION on BTC. Meanwhile, Aave just watched nearly $9B walk out the door after panic around the Kelp DAO exploit. And everyone's asking the same question: Is this a flashing warning sign... or the best buying opportunity in crypto right now? ~~~~~ ⁠⁠⁠⁠⚡Wealth is evolving, use Nexo to earn, borrow, and trade crypto all in one secure platform⁠⁠⁠⁠ 🌊 Trillions are stuck offchain, build RealFi with Pharos and join the AtlanticOcean Testnet. ⁠⁠⁠🎟️ Be where the next crypto cycle starts: get 20% off our Consensus ticket with code MILKROAD.⁠⁠⁠ ~~~~~ 🔧 Tools & Channels ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠🥛 Check prices, drink coffee, read Milk Road. It’s the easiest 5-minute habit to stay smart on crypto. ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ~~~~~ ✊ Follow Milk Road on Social Media: 👉 Milk Road Twitter…

People in this episode

Host: Milk Road

Guest: John Gillen

Topics covered

  • Bitcoin investment
  • crypto market analysis
  • bear market strategies
  • Aave exploit
  • wealth evolution
  • crypto trading

Keywords

  • Bitcoin
  • Michael Saylor
  • crypto
  • Aave
  • bear market
  • investment strategies
  • Nexo
  • Pharos

Sponsors

Nexo

Mentioned in this episode

Organizations: Aave, Pharos

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