Crypto Times Logo Black
Google News Follow Banner
  • News
    • Market
    • Bitcoin
    • Ethereum
    • Altcoins
    • Regulations & Policies
    • DeFi News
    • Blockchain News
    • Industry
  • Exclusive
    ExclusiveShow More
    Binance Account Rental Scam: How Fraudsters Lure Crypto Users with Promises of Easy Money
    Binance Account Rental Scam: How Fraudsters Lure Crypto Users with Promises of Easy Money
    80% of Major SpaceX Investors Deal With Crypto
    80% of Major SpaceX Investors Deal With Crypto
    SEC Cancels Crypto Meeting Why Rulemaking Just Hit Another Wall
    SEC Cancels Crypto Meeting: Why Rulemaking Just Hit Another Wall
    Internet Computer (ICP) Tops Blockchain Transactions Chart: Here’s What It's Actually Doing
    Internet Computer (ICP) Tops Blockchain Transactions Chart: Here’s What It’s Actually Doing
    Ethereum’s Staking War Why EIP-8361 Has DeFi Leaders Fighting Back
    Ethereum’s Staking War: Why EIP-8361 Has DeFi Leaders Fighting Back
  • Opinion
    OpinionShow More
    The Architecture of Trust Same Routes, New Risks in Global Tokenisation
    The Architecture of Trust: Same Routes, New Risks in Global Tokenisation
    The Architecture of Trust What 4,000 Years of Trade Teach Us About RWA Tokenisation
    The Architecture of Trust: What 4,000 Years of Trade Teach Us About RWA Tokenisation
    One P2P Trade, Months of Limbo Why Innocent Indian Crypto Users Keep Paying the Price
    One P2P Trade, Months of Limbo: Why Innocent Indian Crypto Users Keep Paying the Price
    CLARITY Act The Bill Exists, the Deal Does Not, Trump Has to Wait
    CLARITY Act: The Bill Exists, the Deal Does Not, Trump Has to Wait
    The Execution Gap: Why the Next Breakthrough in Financial AI is Human Behavior
    The Execution Gap: Why the Next Breakthrough in Financial AI is Human Behavior
  • Learn
    • Explained
    • How To
    • Insights
  • Videos
  • More
    • About Us
    • Our Authors
    • Contact Us
    • Editorial Policy
The Crypto TimesThe Crypto Times
  • All News
  • Market
  • Bitcoin
  • Ethereum
  • Altcoins
  • Regulations & Policies
  • Blockchain
  • DeFi
  • Industry
  • Exclusive
  • Opinion
Search
  • News
    • Market
    • Bitcoin
    • Ethereum
    • Altcoins
    • Regulations & Policies
    • Blockchain
    • DeFi
    • Industry
    • Exclusive
    • Opinion
  • Learn
    • Explained
    • How To
    • Insights
  • Quick Links
    • About Us
    • Our Authors
    • Contact Us
    • Editorial Policy
    • AI Policy
    • Sponsored & Advertorial Policy
  • Videos
  • Glossary
Follow US
© 2026 By Crypto Times. All Rights Reserved.
Industry

“I’ve Got Regrets”: Dave Portnoy Says He’s Down Millions on Bitcoin

Despite the losses, Portney said he has no plans to sell, arguing that every time he exits Bitcoin, its price eventually surges.

Written By Iyiola Adrian
Edited by Shubham Soni
Published 2026-07-04·Updated 2 months ago
Make The Crypto Times preferred on GoogleGoogle
“I’ve Got Regrets”: Dave Portnoy Says He's Down Millions on Bitcoin
Dave Portnoy, American businessman

Key Highlights

  • Dave Portnoy revealed that he is down millions of dollars after buying Bitcoin near the $100,000 price level.
  • Despite the losses, Portnoy said he has no plans to sell because he believes Bitcoin could rebound.
  • Portnoy also questioned Bitcoin supporters on X, asking them to explain why they still believe the asset could reach $1 million.

Barstool Sports founder and media personality Dave Portnoy said he is down millions of dollars on his Bitcoin investment after buying the cryptocurrency near its recent high.

Speaking during an interview with Fox Business host Stuart Varney on “Varney & Co.” on Friday, Portnoy said he bought Bitcoin at around $100,000 before its price declined sharply from its all-time high of $126,080 to about $62,162, leaving him with significant unrealized losses.

Portnoy admits costly Bitcoin bet

Portnoy said the fall hit his portfolio hard and admitted that his timing has been wrong many times. He said he is not a professional crypto trader and has never claimed to fully understand the market, but he has still kept trying to trade it over the years. “Yeah, I’ve got regrets,” and also added, “I bought the thing at $100,000, so I mean, right now, I don’t know what’s going on.” He openly said. 

He also spoke about a pattern he has noticed in his trading. According to him, whenever he buys Bitcoin, the price tends to fall, and whenever he sells, it tends to rise sharply. He said, “There’s nothing I’ve been wrong about more than Bitcoin. Every time I sell it, it goes nuclear. Every time I buy it, it tanks.” This shows how he feels stuck in a cycle of bad timing and missed chances.

Why he’s still holding Bitcoin

Still, Portnoy said he is not planning to sell his Bitcoin right now. Instead, he said he will continue to hold it no matter what happens next. He stated, “I’m just holding. I’ll just hold this thing down to $0,” and added that he believes selling now could lead to regret if the price rises again later. 

He said, “I know if I sell it, it’s going to go nuclear again.” For him, holding has become a way to avoid repeating past mistakes.

Questioning Bitcoin supporters during market dip

Earlier this week, Portnoy took to X to challenge strong Bitcoin supporters during another market dip. As Bitcoin fell below the $60,000 level, he questioned long-term price predictions. 

He said, “I need all the bitcoin and crypto people who say it’s going to a million and how it’s the future to tell me why all the people who have always said it’s a scam and going to zero are wrong,” adding, “Cause it seems like it’s going to zero.” 

At the time of his post, Bitcoin was trading around $59,564.

A long history of crypto trades

Portnoy’s history with Bitcoin goes back several years. At one point, he bought around $2 million worth of Bitcoin when it was priced near $11,000 after speaking with Cameron and Tyler Winklevoss.

But he quickly sold it after a small drop because he was unsure about it. That decision later cost him a huge gain when Bitcoin’s price surged. He later re-entered the market during the 2020–2021 crypto boom, but again at much higher prices.

Over time, he has also traded other crypto assets, including XRP, as well as meme coins like SafeMoon and Solana-based tokens. He has also been involved in online crypto communities such as the “Link Marines,” who support Chainlink. At one point, he promoted a meme coin called JAILSTOOL, which rose quickly in value before crashing heavily later.

His trading history reflects an active but volatile approach to cryptocurrency investing, marked by both sizable gains and significant losses.

Also Read: Michael Saylor’s Secret Sell-Off? Unconfirmed 491 Bitcoin Sell Sparks Panic

Disclaimer: The information researched and reported by The Crypto Times is for informational purposes only and is not a substitute for professional financial advice. Investing in crypto assets involves significant risk due to market volatility. Always Do Your Own Research (DYOR) and consult with a qualified Financial Advisor before making any investment decisions.

Follow The Crypto Times on Google News to Stay Updated!      Google News

TAGGED:Bitcoin (BTC)
Share This Article
Whatsapp Whatsapp LinkedIn Telegram Copy Link

Latest News

BitGo Korea Secures VASP Registration for Institutional Custody
BitGo Korea Secures VASP Registration for Institutional Custody
Spot Bitcoin ETFs Log $517M in Net Inflows, Largest in Over 3 Months
Spot Bitcoin ETFs Log $517M in Net Inflows, Largest in Over 3 Months
Senate Democrats Demand Fed Chair Warsh Disclose Trump Conversations
Senate Democrats Demand Fed Chair Warsh Disclose Trump Conversations
Crypto Markets Hit $3B Liquidation Wave as Bitcoin, ETH and XRP Prices Rally
Crypto Markets Hit $3B Liquidation Wave as Bitcoin, ETH and XRP Prices Rally
HYPE Jumps 23% as Trump Says CFTC Is Working to Bring Hyperliquid to the US
HYPE Jumps 23% as Trump Says CFTC Is Working to Bring Hyperliquid to the US

Find Us on Socials

You may also like

Crypto Market Advances as Treasury Expands Long-End Buybacks and Regulators Signal Clarity

Crypto Market Advances as Treasury Expands Long-End Buybacks and Regulators Signal Clarity

MSTR, COIN, CRCL, HOOD Stocks Rally as Treasury Buyback Eases Yields, Bitcoin Holds $68K

MSTR, COIN, CRCL, HOOD Stocks Rally as Treasury Buyback Eases Yields, Bitcoin Holds $68K

NAKA, ABTC Lead Crypto Stocks Higher as Bitcoin Reclaims $68K

NAKA, ABTC Lead Crypto Stocks Higher as Bitcoin Reclaims $68K

Strategy Stock (MSTR) Jumps 12% as Bitcoin Reclaims $68K

Strategy Stock (MSTR) Jumps 12% as Bitcoin Reclaims $68K

The Crypto Times Logo PNG

Providing real-time, accurate Crypto reporting. Your trusted source for Crypto News and Research.

Stay Updated

All News
Exclusive
Opinions
Learn
Videos
Glossary

Company

About Us
Our Authors
Editorial Policy
AI Policy
Advertorial Policy

Get In Touch

Contact Us
Career

Find Us on Socials

X-twitter Linkedin Telegram Youtube Instagram

© 2026 The Crypto Times | A BITROCK TECHNOLOGIES L.L.C. Company.

DMCA.com Protection Status
  • Terms and Conditions
  • Disclaimer
  • Privacy Policy
  • Cookie policy
Do Not Sell or Share My Personal Information