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Rethinking Insider Trading In A Blockchain Economy

Author: Jesse Jackson | October 27, 2025 10:51am

In the shadowy corners of crypto trading, timing is everything. A mysterious whale shorts Bitcoin (CRYPTO: BTC) for $190 million in profits just minutes before President Trump’s China tariff announcement tanks the market. The same person then nails a $56,000 Polymarket bet on Changpeng “CZ” Zhao’s 2025 pardon, cashing out as the White House greenlights it. Accusations of insider trading fly, but what if these aren’t cheats? What if they’re just early signals in a market wired for speed? Prediction platforms like Polymarket don’t only expose leaks, they harness them to sharpen collective wisdom. This piece unpacks how “insider” edges could redefine fairness in crypto, turning taboo into efficiency.

Key Takeaways

  • A mysterious trader profited $190 million shorting Bitcoin minutes before Trump's tariff announcement and later made $56,000 from a Polymarket bet predicting CZ's 2025 pardon.
  • These incidents highlight how prediction markets like Polymarket are blurring the line between insider trading and information arbitrage.
  • In traditional finance, insider trading is illegal because it exploits non-public, material information.
  • On decentralized platforms, however, information flows freely, making it nearly impossible to define what counts as "inside" knowledge.
  • Regulators such as the CFTC face a dilemma: enforcing fairness without stifling innovation in decentralized systems.
  • Polymarket's growing accuracy and liquidity suggest insider information may not be a flaw, but a feature of efficient prediction markets.
  • The bigger question about insider trading is – whether our legal definitions of "public information" are outdated in a blockchain-driven economy.

The Fine Line Between Foresight and Insider Trading Illegality

Traditionally, insider trading refers to the act of buying or selling a security based on non-public, material information. It's illegal in regulated markets because it undermines fairness and public trust.

But prediction markets like Polymarket operate outside that traditional framework. Here, users don't buy stocks or tokens, they bet on outcomes: elections, court rulings, policy changes, or even crypto-related events. The result? A real-time, decentralized signal of collective expectations.

The provocative question is whether these bets sometimes reflect private knowledge, and if so, whether it's even possible or ethical to regulate that in an open, on-chain environment.

The CZ Pardon Play: A $56K Windfall on White House Whispers

October 23, 2025: Trump pardons Binance founder CZ, erasing his 2023 money-laundering conviction and boosting Binance Holdings Ltd. (CRYPTO: BNB) 5% overnight. Hours earlier, a polymarket account “bigwinner01” made roughly $56,000 on Polymarket’s “Will Trump Pardon CZ in 2025?” market, snagging shares at 40 cents that rocketed to $1. The bet? A clean 199% ROI, per on-chain sleuths.

YouTuber Coffeezilla cried foul, labelling it blatant insider trading tied to Trump admin leaks. The wallet’s link to the tariff whale via bridged funds fueled theories of a single operator with elite access. Days After Pardon, CZ Says Crypto Will ‘Make a Lot of Money for the Country’ highlights CZ’s optimism post pardon. Odds for other pardons, like Sam Bankman-Fried’s, spiked to 18% in the aftermath, drawing $6.6 million in volume.

Polymarket bigwinner01 profile showing insider trading bet of $56K on CZ pardon 2025.
Screenshot of ‘bigwinner01’ Polymarket profile [Source: Polymarket]

The Tariff Short: $190M in 30 Minutes of Market Mayhem

Rewind to October 10. BTC trades at around $104,000. Then, at 21:20 UTC, Trump’s 100% China tariffs ignite a $19 billion liquidation cascade, cratering prices 15%. Enter wallet “0xb31”, allegedly Garrett Jin’s dumping $1.1 billion in leveraged shorts on Hyperliquid, $700 million BTC exposure alone. Profits? $190 million in under 30 minutes.

Critics slammed it as policy-fuelled foul play, but defenders noted crypto’s grey zone: No SEC oversight for on-chain bets. If leaks are inevitable, why punish the first to act?

Data Without Borders, Regulation Without Teeth

Prediction markets like Polymarket are inherently global and pseudonymous.

That decentralization makes enforcement nearly impossible. Unlike the SEC, which can subpoena brokers or freeze accounts, there's no central custodian to question on-chain traders.

Even the Commodity Futures Trading Commission (CFTC), which fined Polymarket $1.4 million in 2022 for operating unregistered markets, hasn't defined how insider activity should be treated in decentralized systems.

In essence, the blockchain democratizes access to information, but it also erases the boundary between "public" and "private" data. When every transaction, leak, and rumor becomes instantly tradable, the concept of insider trading starts to look obsolete.

Polymarket Analytics table of insider trading odds for 2025 Trump pardons, including SBF at 91.3¢.
Polymarket Analytics table of 2025 Trump pardon odds, with SBF at 91.3¢ and a 2% rise, highlighting active bets as of October 26, 2025. [Source: Polymarket Analytics]

The Ethics of Knowing Too Soon

If a trader predicts an event because they've mastered political timing or market sentiment, we call it foresight. But when that same trader acts on information that isn't yet public—say, a pending policy decision—the boundary between foresight and insider trading becomes blurred.

In decentralized markets, that boundary gets even thinner. These platforms don't eliminate information asymmetry, they amplify it. Data leaks, policy whispers, and algorithmic insights all move faster than regulation can respond.

The challenge for regulators isn't simply catching insiders anymore; it's redefining what an insider even means in a world where everyone trades in the same global, real-time data stream.

“Just Early”: Why Insider Info Powers Prediction Markets

Economist Robin Hanson, a pioneer of prediction market theory, has long argued that allowing informed traders to participate doesn't corrupt markets — it refines them. In his research, Hanson suggests that insider participation can improve price accuracy by incorporating hidden knowledge faster than traditional mechanisms ever could.

Platforms like Polymarket seem to prove that point. They've correctly priced outcomes such as the 2024 U.S. election, the Nobel Peace Prize, and even Bolivia's national vote hours before official confirmations. Studies tracking post-resolution data show accuracy rates above 90%, largely because markets blend public sentiment with privileged insight.

The underlying philosophy is simple: markets thrive on asymmetry. Traditional bans on insider trading aim to protect slower participants, but in crypto's unregulated frontier, being "wrong, just early" can be an advantage. Here, leaks, whispers, and data trails don't distort prices they accelerate discovery.

Regulators like the CFTC still monitor for manipulation, yet the global, pseudonymous nature of these platforms makes enforcement nearly impossible. In practice, prediction markets have become decentralized detectors of insider information, turning secrecy into price signals rather than crimes.

The Future of Insider Trading: From Policing to Pattern Recognition

Instead of bans, some analysts believe regulators will shift toward pattern recognition and data transparency, tracking unusual flows of capital or timing-based anomalies on-chain.

Meanwhile, investors are starting to use Polymarket not as a gambling platform, but as an information oracle; a place where markets reveal truth faster than governments or media.

That raises a fundamental question for the modern age:

If prediction markets consistently outperform public institutions in forecasting outcomes, maybe the issue isn't that insider trading is "wrong." Maybe it's that the definition of ‘public information' is evolving faster than the law.

Well, insider trading on Polymarket isn’t villainy; it’s the market’s pulse, turning secrets into signals. These “early” bets expose leaks, refine prices, and democratize foresight, if regulated right. As volumes hit billions, expect more scrutiny, but also sharper truths. Dive into Polymarket yourself, but DYOR

Polymarket chart of insider trading odds for SBF release 2025 with 18% chance and 10% spike post-CZ pardon.
Polymarket chart tracking the 18% chance of SBF's 2025 release, with a 10% spike post-CZ pardon on October 23, 2025, reflecting market speculation. [Source: Polymarket]

Disclosure: The author does not hold any positions in prediction markets or related tokens at the time of writing.

Benzinga Disclaimer: This article is from an unpaid external contributor. It does not represent Benzinga’s reporting and has not been edited for content or accuracy.

Posted In: $BNB $BTC BTC

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