Michael Saylor 'pleasantly surprised' by Eric Trump's recent move

Anushka Basu

Mon, Jun 2, 2025, 8:39 AM 2 min read

Michael Saylor 'pleasantly surprised' by Eric Trump's recent move originally appeared on TheStreet.

Michael Saylor, Executive Chairman of Strategy (Nasdaq: MSTR) ,previously MicroStrategy, said he was "really very pleasantly surprised" by Trump Media's recent acquisition of Bitcoin and called it an "incredible, courageous, aggressive, and intelligent move."

At the Bitcoin conference in Las Vegas, Saylor spoke to CNBC about the Nakamoto Holdings announcement and drew attention to a spate of institutional adoption, including capital inflows from SoftBank and Tether, which he described as a historic moment for Bitcoin's adoption into corporate treasuries.

Saylor recalled, referencing a conversation prior to the Trump Media move:

I told David [Sacks] a while ago—if you believe in Bitcoin, raise a lot of money and buy a lot of Bitcoin.

He added that Sacks did it, "I think it’s awesome.”

Saylor credited Bitcoin's uptake in corporate treasuries to the opening of new capital markets. "Everywhere I go — Hong Kong, Korea, Abu Dhabi, Brazil, Kenya — people are building Bitcoin treasury companies,” he said. “They're solving compliance and political hurdles. They're planting the orange flag.”

Though there was an adverse short-term reaction in the equity markets, Saylor insisted that Wall Street does not understand Bitcoin-backed treasury strategies. He blamed convertible bond arbitrage and an arbitrary, short-term dilution pressure.

"But over the long term," Saylor said:

Bitcoin on the balance sheet increases liquidity and will be a net positive.

Trump Media is currently up 2.40%, and GameStop is up 0.78% in the last 24 hours, as of the time of writing.

When asked whether Strategy has a limit on Bitcoin, Saylor confirmed, saying, "We will keep buying Bitcoin. It's getting exponentially harder to acquire, but we're getting exponentially more efficient."

He described a dual-pronged approach that employs credit instruments and leverages equity derivatives to raise capital while maintaining different volatility profiles. With over $62 billion in Bitcoin on its books, Strategy remains hopeful to continue to scale with the ecosystem.

"It's a competition. And it's in the U.S.'s best interest to own as much as possible before the rest of the world figures it out," Saylor acknowledged that the US government is taking an interest in Bitcoin reserves.

Michael Saylor 'pleasantly surprised' by Eric Trump's recent move first appeared on TheStreet on Jun 2, 2025

This story was originally reported by TheStreet on Jun 2, 2025, where it first appeared.