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Crypto World

Bitcoin volatility costs Winklevoss-backed Super-PAC millions

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Bitcoin technicals

A super-PAC backed by crypto billionaires Cameron and Tyler Winklevoss is learning the hard way that political fundraising in Bitcoin can be a risky bet.

A large cryptocurrency donation made during last year’s bull market has since lost millions in value, Bloomberg reported. The plummet underscores how volatility can complicate both campaign finance strategies and promises. After all, President Trump pledged that the U.S. would be a “crypto capital” — today, it’s anything but.

Summary

  • Winklevoss-backed super-PAC, Digital Freedom Fund, raised over $22 million in late 2025, including a major Bitcoin donation.
  • Holding 188.4547 Bitcoin instead of converting it to cash caused a $5 million loss as the cryptocurrency fell from ~$114,000 to under $88,000.
  • The super-PAC continues to hold crypto while also receiving $1 million in cash from Kraken, highlighting the risks and challenges of using digital assets in political fundraising.

The Digital Freedom Fund, a political fundraising group launched by the Winklevoss twins, raised more than $22 million in the final five months of 2025, according to federal filings. A significant portion of that came in the form of Bitcoin (BTC), which the super-PAC chose to hold rather than immediately convert to cash—a decision that proved costly as prices fell sharply.

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In August, the twins, who run the crypto exchange Gemini, transferred 188.4547 Bitcoin to the Digital Freedom Fund, filings with the Federal Election Commission show. At the time, Bitcoin was trading at roughly $114,000. By the end of the year, however, the price had dropped to under $88,000, reducing the value of the contribution by nearly $5 million. As of Dec. 31, the super-PAC was still holding the digital asset.

Holding onto Bitcoin may have seemed prudent when the donation was made, as the cryptocurrency was riding a strong bull run. In a lengthy post on X at the time, Tyler Winklevoss said the contribution was aimed at influencing midterm elections, backing Trump, and helping make the U.S. “the crypto capital of the world.”

But Bitcoin’s momentum reversed after peaking near $125,000 in early October. As of Friday’s last check, it was trading below $82,000.

Bitcoin technicals
Source: CoinGecko

Federal rules do not require super-PACs to immediately liquidate cryptocurrency donations, though most convert them to cash relatively quickly. In addition to crypto, Digital Freedom Fund also received $1 million in cash from Payward Inc., operator of the Kraken exchange, and reported just over $723,000 in cash on hand at year’s end.

The fund is one of several crypto-backed super-PACs active in U.S. politics, as the industry continues to test how digital assets fit into traditional campaign finance.

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Meanwhile, Trump’s approval rating dropped to 37% in the latest Pew poll, and a growing number of Republicans are reportedly fed up with his administration.

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Crypto World

Current Bitcoin Price Correction Is ‘Garden Variety’

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Bitcoin Price

The current Bitcoin (BTC) bear market can be explained by the four-year cycle and long-term BTC holders selling at the $100,000 psychological level, according to Anthony Scaramucci, managing partner of the SkyBridge investment firm.

Bitcoin’s four-year market cycle has been “muted” by institutional investors and inflows from BTC exchange-traded funds (ETFs) that have cushioned volatility, Scaramucci said, but the altered market dynamics have not fully erased BTC’s traditional cycles. He said:

“We’re in a four-year cycle, and there were some traditional whales, some OG’s, that believe in the four-year cycle, and guess what happens in life when you believe in something? You create a self-fulfilling prophecy.”

BTC will continue to see choppy price action for most of the year, until the fourth quarter of 2026, when prices will start to rise again in a new bull market cycle, he said.

Bitcoin Price
Scaramucci shares his BTC forecast in a sit-down with Scott Melker of the “Wolf of All Streets” podcast. Source: The Wolf of All Streets

Scaramucci said that market participants, including himself, were widely expecting BTC to climb to $150,000 in 2025, driven by US President Donald Trump’s pro-crypto agenda and US regulators warming up to the digital asset industry.

However, the October market crash, which dragged BTC down from an all-time high of about $126,000 to a low of $60,000, completely shattered the widely held consensus.

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Markets often move in opposite ways to the prevailing investor sentiment, Scaramucci said, citing Bitcoin’s price action in the early months of 2023, following the November 2022 collapse of the FTX exchange, as an example. 

Bitcoin Price
Bitcoin bottomed out in December 2022 following the collapse of the FTX crypto exchange and started rising again in January 2023. Source: TradingView

“It was at a period of great disinterest and great apathy that the bull market started again,” he said, adding that the current BTC bear market is a “garden variety” correction in line with previous downturns.

To be sure, crypto industry executives, analysts, and market participants continue to debate whether Bitcoin’s four-year cycle theory is still valid after BTC ended 2025 in the red or if changing market dynamics have permanently altered how the price of BTC moves. 

Related: Bitcoin price aims to hold $70K amid rising inflation concerns

Could Iran war and geopolitical turmoil bring BTC more pain?

The price of BTC fell below $69,000 on Saturday as the war in Iran entered its third week, jolting risk assets across the board. 

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Bitcoin Price
Bitcoin’s current price action. Source: CoinMarketCap

Stock market investors saw the S&P 500 index extend its decline on Friday, dropping by about 1.3%. A day earlier the gauge closed below its 200-day moving average, a key technical indicator closely watched to assess the overall trend of equities markets, for the first time in 10 months.

Some analysts now forecast a potential 50% drop in BTC’s price in 2026 if it continues to exhibit a positive correlation with the S&P 500 index.

Magazine: The debate over Bitcoin’s four-year cycle is over: Benjamin Cowen