TLDR
- Dave Portnoy invested in JAILSTOOL memecoin, initially buying 57.16 million tokens for $378 and saw its value surge dramatically
- After selling his entire holding for 586 SOL ($119,000), Portnoy claimed it was a mistake and bought back 23 million tokens for 1,000 SOL ($200,000)
- The token has since plunged 83.6% from its all-time high, with an additional 57.1% drop in the last 24 hours
- Portnoy has publicly criticized “crypto experts” for allegedly taking advantage of new investors
- Solana co-founder Raj Gokal suggests the memecoin trend may shift toward tech IPOs
The cryptocurrency market witnessed another memecoin drama as JAILSTOOL, a token inspired by Barstool Sports founder Dave Portnoy, experienced extreme price swings following his public involvement. The token, which started as a playful reference to Portnoy’s social media presence, has seen its value drop by 57% in the past 24 hours.
On February 7, 2025, Portnoy entered the cryptocurrency market, making headlines with profits of nearly $70,000 from various cryptocurrency trades. His success prompted him to explore further opportunities in the market, leading to his discovery of JAILSTOOL, a memecoin created in reference to his X (formerly Twitter) handle @stoolpresidente.
The token’s name stems from community jokes about potential consequences Portnoy might face for his trading activities. Rather than taking offense, Portnoy embraced the humor and decided to invest in the token, describing it as a “funny” creation that he wanted to collect as a memento.
Initial investment data from Solscan shows Portnoy purchased 57.16 million JAILSTOOL tokens for approximately $378. He shared proof of his investment by posting a screenshot of his doxxed Solana wallet, which triggered a buying frenzy among his followers.
The market responded dramatically to Portnoy’s involvement, with the token’s price surging over 100% within hours of his announcement. However, the excitement took an unexpected turn when Portnoy sold his entire holding, converting it to 586 SOL, worth about $119,000 at current market rates.

Following the sell-off, Portnoy quickly claimed the sale was unintentional. In an attempt to maintain market confidence, he made an even larger investment, spending over 1,000 SOL (approximately $200,000) to acquire 23 million JAILSTOOL tokens – less than half of his original position.
Portnoy tried to frame this series of transactions in a positive light, dubbing himself a “benevolent and heroic crypto Caesar” and presenting his actions as beneficial to the community rather than acknowledging them as trading mistakes.
The market response to these events has been harsh. JAILSTOOL’s value has fallen 83.6% from its all-time high, with an additional 57.1% decline in the past 24 hours, according to data from CoinGecko.
During his daily trading show, Portnoy expressed frustration with the situation, directing blame toward “crypto experts” whom he accused of taking advantage of newcomers attempting to invest in the token.
Despite the price decline, Portnoy has publicly committed to holding his position, stating he won’t sell any JAILSTOOL tokens until the project reaches “a $1 billion market cap.”
The trading volume for JAILSTOOL has remained volatile, with sharp spikes corresponding to Portnoy’s public statements and trading activities. The token’s smart contract data shows increased transaction activity during these periods of price volatility.
While some community members view the JAILSTOOL situation as typical memecoin behavior, others have raised concerns about the impact of celebrity influence on cryptocurrency markets.
The broader cryptocurrency community has started discussing the future of memecoins, with Solana co-founder Raj Gokal suggesting that investor interest might shift from memecoins to technology company IPOs.
Trading data shows JAILSTOOL continues to experience price fluctuations, with the most recent figures indicating further downward pressure on the token’s value.
CoinGecko’s latest market data confirms the continuing decline, with JAILSTOOL trading down 57.1% in the past 24 hours at press time.
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