Bitcoin reversed a 2% intraday decline on Monday after President Donald Trump declared he has become "a big crypto guy" during a news conference, lifting the token from a session low near $60,000 to around $63,850, according to CNBC. The rebound came hours after Strategy, the largest corporate holder of bitcoin, disclosed $216 million in sales over the prior week — its largest disposal since it began accumulating the asset in 2020 — marking a definitive break from co-founder Michael Saylor's long-standing pledge to never sell, as reported by New York Post.
Trump's 'big crypto guy' comment triggers intraday reversal
Speaking at an Oval Office press conference on Monday, CNBC. He elaborated that there is "only one reason" for his stance: "If we don't have it, China's going to have it, and they would like to have it. But now they're not even trying that hard, because we've taken over," as quoted by New York Post.
The president also criticized the previous administration's regulatory approach, stating, "Every time I see a crypto guy where they dropped an investigation I said, 'You are lucky I'm president!'" referencing the SEC's decision in February 2025 to drop investigations into Robinhood and Coinbase trading practices, per New York Post. While Trump expressed strong support for the industry — "Crypto has a tremendous audience. So, yeah, I'm very much for crypto" — he stopped short of committing to include digital assets in the Trump Accounts, noted New York Post.
Strategy's $216 million sale abandons 'never sell' pledge
Before Trump's remarks, bitcoin had fallen more than 2% toward $60,000 after Strategy disclosed in a regulatory filing that it sold approximately $216 million worth of bitcoin in two tranches, according to CNBC. The company sold roughly $80.8 million at an average price of $59,256 per token between June 29 and 30, followed by an additional $135.5 million from July 1 to 5, per CNBC.
This marked Strategy's largest bitcoin sale since it began building its position in 2020 and only its third sale overall, according to New York Post. The disposals represent a sharp reversal from the strategy championed by co-founder Michael Saylor, who had publicly pledged to never sell the company's bitcoin holdings. Barclays analyst Ajay Rajadhyaksha noted that Strategy's "entire investment thesis was built on a public promise never to sell," and that the sales — coupled with a new policy framework allowing further disposals for "capital allocation purposes" — dealt "a significant hit to sentiment," per CNBC.
After the sales, Strategy holds 843,775 bitcoin worth around $52.1 billion, with an average cost basis of $75,476 per token, according to CNBC. The company first announced its policy shift in May 2026 and reported its first sale since 2022 — over $2 million — on June 1, per CNBC. Since then, bitcoin has largely traded between $60,000 and $70,000, briefly dipping to roughly $59,000 on June 24 — its lowest level since October 10, 2024, according to CNBC.
Analysts debate Strategy's motivation: preferred stock vs. bitcoin view
Cantor analyst Ramsey El-Assal interprets Strategy's bitcoin sales as an effort to support its preferred stock (STRC), which he calls the company's "center of gravity," rather than a negative signal on bitcoin itself, per CNBC. STRC traded below its $100 par value even after gaining nearly 3% on Monday, while common shares (MSTR) rose 1%, according to CNBC.
El-Assal argues the company must balance three constituencies — preferred stockholders, common stockholders, and bitcoin investors — and that protecting one may hurt the others. "The company rightly understands something that bears miss: where STRC goes, MSTR common shares follow," he said, adding that the Street should expect "frequent, periodic actions" to lift the preferred stock to par, per CNBC.
Lacie Zhang, research analyst at Bitget Wallet, said the sale didn't come as a complete surprise since Strategy had previously signaled bitcoin sales were possible if needed, though she noted "what matters more is that each actual sale weakens the 'never sell'" narrative, according to New York Post.
What are Trump Accounts and how do they relate to crypto?
The tax-advantaged 503A accounts, branded as Trump Accounts, launched over the July 4 holiday weekend and are seeded with $1,000 for U.S. children born between January 1, 2025, and December 31, 2028, according to New York Post. The accounts allow investment in a range of broad-market exchange-traded funds and are expected to drive inflows into U.S. equities, per CNBC. While Trump's comments raised speculation about potential crypto inclusion, he did not commit to adding digital assets to the program, noted New York Post.
Should you buy the dip? Expert perspectives on timing and risk
Bitcoin's intraday swing — down over 2% to near $60,000, then recovering to $63,853.85 (up 1.8% on the day) per CNBC — illustrates the volatility that prompts the "buy the dip" question. The token remains far below its record high of more than $126,000 reached in 2025, according to New York Post.
For long-term investors, acquiring more tokens at a lower average cost during a dip can be a sound strategy, while short-term trades carry higher risk, as noted in analysis cited by MSN. The key distinction lies in time horizon and conviction: those who view bitcoin as a multi-year holding may treat volatility as an entry opportunity, whereas traders reacting to headlines — whether corporate sales or political comments — face greater uncertainty.
Strategy's ongoing sales introduce a new structural seller into the market, potentially creating more frequent dips. However, Trump's explicit embrace of crypto and the regulatory shift under his administration — including the SEC dropping enforcement actions against major exchanges — may provide a longer-term tailwind. Investors should weigh these opposing forces against their own risk tolerance and investment horizon rather than reacting to single-day price moves.
What happens next for bitcoin and Strategy
With Strategy signaling "frequent, periodic actions" to support its preferred stock per Cantor's El-Assal, further bitcoin sales from the largest corporate holder remain likely, per CNBC. Meanwhile, the Trump administration's crypto-friendly posture — evidenced by the president's personal rhetoric and the SEC's enforcement retreat — could attract new institutional and retail inflows over time.
Bitcoin has traded in a $60,000–$70,000 range since Strategy's policy shift in May, per CNBC. Whether the asset breaks out of this range may depend on the pace of Strategy's future disposals versus the magnitude of policy-driven demand. For now, Monday's episode underscores how quickly sentiment can shift on a single headline — and why "buying the dip" requires a framework, not a reflex.