Less Noise, More Signal

Eric Weiss on how he orange-pilled Michael Saylor

Jun 12, 2025
In this conversation, Eric Weiss, Founder and CIO of Bitcoin Investment Group, shares his journey of introducing Bitcoin to Michael Saylor, a pivotal figure in making Bitcoin mainstream. The discussion highlights the increasing interest of high-net-worth individuals in Bitcoin as a safe haven asset. Weiss addresses common concerns over Bitcoin ownership and critiques faced by prominent investors. He also introduces the innovative concept of Bitbonds and explores potential government roles in Bitcoin investments, reshaping the future of finance.
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ANECDOTE

How Weiss Orange-Pilled Saylor

  • Eric Weiss personally introduced Michael Saylor to Bitcoin during the 2020 pandemic.
  • Saylor made a $100M personal Bitcoin purchase that later grew to over $1B, significantly legitimizing Bitcoin.
INSIGHT

Bitcoin Ownership and Influence

  • Michael Saylor’s Bitcoin holdings belong to MicroStrategy shareholders, not just him.
  • Owning more Bitcoin does not grant more influence over the Bitcoin protocol.
INSIGHT

Saylor’s Bitcoin Holding Track Record

  • Michael Saylor has not sold Bitcoin despite rumors and price changes over five years.
  • His company’s Bitcoin decisions are subject to board and shareholder oversight, making unilateral selling unlikely.
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