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Analysis

The Insider Trading Pattern: Who's Making Billions Before Trump's Announcements?

The DOJ is investigating $2.6 billion in suspicious oil futures trades placed minutes before Trump's Iran announcements, cabinet officials dumped stocks days before tariff crashes, and the agencies…

2026-05-08

The Pattern

  <p>There is a repeating cycle in the Trump administration that has generated billions of dollars in trading profits for unknown parties:</p>

  <ol>
    <li>Trump prepares a market-moving announcement (tariff, military action, ceasefire, policy reversal)</li>
    <li>Minutes to hours before the public announcement, massive trades are placed in the exact direction the market is about to move</li>
    <li>The announcement hits. Markets swing. The trades cash out.</li>
    <li>Congress demands an investigation. The agencies tasked with investigating have been gutted or refuse.</li>
    <li>Repeat.</li>
  </ol>

  <p>This isn't speculation. The DOJ and CFTC have opened a joint investigation into <strong>$2.6 billion</strong> in suspicious oil futures trades alone.<sup><a href="#s1">[1]</a></sup> ProPublica has documented more than a dozen administration officials who made well-timed stock sales before tariff announcements.<sup><a href="#s2">[2]</a></sup> A U.S. Army Special Forces soldier has been <em>arrested</em> for using classified intelligence to make prediction market bets.<sup><a href="#s3">[3]</a></sup></p>

  <p>What follows is every documented case, with dollar amounts, timestamps, and sources.</p>

  <h2>The $2.6 Billion Oil Futures Investigation</h2>

  <p>The most staggering pattern involves oil futures — bets on the future price of crude oil — placed minutes before Trump's social media posts about the Iran conflict. The DOJ's Southern District of New York and the CFTC opened a joint investigation in April-May 2026.<sup><a href="#s1">[1]</a></sup><sup><a href="#s4">[4]</a></sup></p>

  <p>Four trades are under investigation:</p>

  <table>
    <thead>
      <tr><th>Date</th><th>Amount Shorted</th><th>Timing</th><th>What Happened</th></tr>
    </thead>
    <tbody>
      <tr>
        <td><strong>March 23, 2026</strong></td>
        <td>>$500 million</td>
        <td>15 minutes before</td>
        <td>Trump posted on Truth Social about "very good and productive talks" with Iran. Oil dropped ~11%.<sup><a href="#s5">[5]</a></sup></td>
      </tr>
      <tr>
        <td><strong>April 7, 2026</strong></td>
        <td>~$960 million</td>
        <td>Hours before</td>
        <td>Temporary U.S.-Iran ceasefire announced.<sup><a href="#s1">[1]</a></sup></td>
      </tr>
      <tr>
        <td><strong>April 17, 2026</strong></td>
        <td>$760 million</td>
        <td>20 minutes before</td>
        <td>Iranian FM announced the Strait of Hormuz was reopened to ship traffic.<sup><a href="#s1">[1]</a></sup></td>
      </tr>
      <tr>
        <td><strong>April 21, 2026</strong></td>
        <td>$430 million</td>
        <td>15 minutes before</td>
        <td>Trump announced extension of the ceasefire.<sup><a href="#s4">[4]</a></sup></td>
      </tr>
    </tbody>
  </table>

  <p><strong>Total under investigation: over $2.6 billion in suspiciously timed oil futures trades.</strong></p>

  <p>There was also an earlier incident: on <strong>March 9, 2026</strong>, a large volume of bets on falling oil prices was placed 47 minutes before a CBS reporter posted about a Trump interview signaling the Iran conflict was "very complete, pretty much." Oil dropped approximately 25%.<sup><a href="#s6">[6]</a></sup></p>

  <p>To put the timing in perspective: these aren't trades placed the same day or even the same hour. In three of the four cases, the trades were placed <strong>15-20 minutes</strong> before a social media post that only the poster and their inner circle would know was coming.</p>

  <h2>The April 9, 2025 Tariff Pause: "THIS IS A GREAT TIME TO BUY!!!"</h2>

  <p>This is the most dramatic single incident of suspected insider trading in modern market history.</p>

  <h3>The Timeline</h3>

  <table>
    <thead>
      <tr><th>Time (ET)</th><th>Event</th></tr>
    </thead>
    <tbody>
      <tr>
        <td><strong>April 2, after market close</strong></td>
        <td>Trump announces "Liberation Day" tariffs: 10% baseline on all imports + additional tariffs on 60 countries</td>
      </tr>
      <tr>
        <td><strong>April 2-8</strong></td>
        <td>S&P 500 loses <strong>over $5 trillion</strong> in value over four trading days — the largest drop ever recorded</td>
      </tr>
      <tr>
        <td><strong>April 9, 9:37 AM</strong></td>
        <td>Trump posts on Truth Social: <strong>"THIS IS A GREAT TIME TO BUY!!! DJT"</strong></td>
      </tr>
      <tr>
        <td><strong>April 9, ~1:00 PM</strong></td>
        <td>Options call volumes spike from hundreds per minute to <strong>10,000+ contracts per minute</strong><sup><a href="#s7">[7]</a></sup></td>
      </tr>
      <tr>
        <td><strong>April 9, ~1:18 PM</strong></td>
        <td>White House announces 90-day pause on most reciprocal tariffs</td>
      </tr>
      <tr>
        <td><strong>April 9, close</strong></td>
        <td>S&P 500 <strong>+9.5%</strong>, Dow <strong>+7.9%</strong>, Nasdaq <strong>+12.2%</strong>. Market recovers ~$4 trillion</td>
      </tr>
    </tbody>
  </table>

  <h3>The Suspicious Trades</h3>

  <p>Unusual Whales, a market data analytics firm, documented the following:<sup><a href="#s7">[7]</a></sup></p>

  <ul>
    <li>Someone placed <strong>over $2 million</strong> in bets on stock increases before Trump said anything publicly. Those bets generated an estimated <strong>$20 million in profit</strong>.</li>
    <li>A specific trade: someone opened SPY 509 calls expiring <em>that same day</em>. Those calls went up <strong>2,100% in one hour</strong>.</li>
    <li>Another trader grabbed 20,000 contracts of QQQ $600C (September 2025 expiration) for $3.50/contract two minutes after Trump's "great time to buy" post, then closed at $7.70 each — a 120% gain, over <strong>$10.5 million profit</strong>.</li>
    <li>A single contract hit a high of $41.02 after the pause — a <strong>617% gain</strong> representing <strong>$70.6 million</strong> in profit from entry.</li>
  </ul>

  <p>Trump's personal Trump Media stake rose <strong>$415 million</strong> on April 9 alone. DJT stock closed up 22.67%, roughly double the broader market's gain.<sup><a href="#s8">[8]</a></sup></p>

  <h3>Congressional Response</h3>

  <p>On April 11, 2025, Senators Warren, Schumer, Wyden, Kelly, Gallego, and Schiff sent a letter to SEC Chairman Paul Atkins demanding an investigation into whether "Trump, any members of his cabinet, or other donors, insiders, and Administration officials engaged in insider trading, market manipulation, or other securities laws violations."<sup><a href="#s9">[9]</a></sup></p>

  <h2>The $160 Million Crypto Short</h2>

  <p>On <strong>October 10, 2025</strong>, at 20:50 UTC, Trump posted on Truth Social that his administration would impose a 100% tariff on all Chinese imports. Bitcoin dropped 7.5%.<sup><a href="#s10">[10]</a></sup></p>

  <p>A single "whale" on Hyperliquid (a decentralized crypto exchange) had placed massive short positions on Bitcoin and Ethereum. The <strong>last short was placed at 20:49 UTC</strong> — one minute before Trump's post.</p>

  <p>The whale netted an estimated <strong>$160-200 million</strong> in profit in roughly one day. Some blockchain analysts suggested links to Garrett Jin, co-founder of the defunct exchange BitForex, but the identity remains unconfirmed.<sup><a href="#s10">[10]</a></sup></p>

  <h2>Named Officials Who Made Well-Timed Trades</h2>

  <p>ProPublica identified <strong>more than a dozen</strong> Trump administration officials who made well-timed stock sales before tariff announcements.<sup><a href="#s2">[2]</a></sup> The named cases:</p>

  <h3>Attorney General Pam Bondi</h3>

  <p>Sold <strong>$1-5 million</strong> in Trump Media stock on April 2, 2025 — the same day Liberation Day tariffs were announced. Trump Media fell 13% in the following days. She claimed the sale was part of her ethics agreement to divest within 90 days of confirmation. Rep. Jamie Raskin demanded a DOJ Inspector General probe.<sup><a href="#s11">[11]</a></sup></p>

  <h3>Transportation Secretary Sean Duffy</h3>

  <p>Sold <strong>$75,000-$600,000</strong> in stocks two days before Trump's February 13 reciprocal tariff announcement. Sold up to an additional $50,000 on the announcement day itself.<sup><a href="#s2">[2]</a></sup></p>

  <h3>Defense Secretary Pete Hegseth</h3>

  <p>Sold <strong>$100,000-$550,000</strong> in stocks on March 24, 2025 — nine days before Liberation Day. The market subsequently crashed, losing $5 trillion.<sup><a href="#s12">[12]</a></sup></p>

  <p>More troubling: his Morgan Stanley broker contacted BlackRock in <strong>February 2026</strong> about a multimillion-dollar investment in the iShares Defense Industrials Active ETF (IDEF) — <em>weeks before</em> U.S.-Israeli strikes on Iran began February 28, 2026. The trade was never completed (the ETF wasn't available on Morgan Stanley's platform), but the inquiry itself was suspicious enough that Senators Warner and Schiff opened a probe.<sup><a href="#s13">[13]</a></sup></p>

  <p>Senator Warren questioned Hegseth directly at a Senate hearing about insider trading during the Iran war.</p>

  <h3>Rep. Marjorie Taylor Greene</h3>

  <p>Between March 16-24, 2025, executed 15 trades including Treasury Bill purchases totaling <strong>$300,000-$750,000</strong> before Liberation Day (April 2). After the tariff crash, went on a stock buying spree: 19 purchases worth up to <strong>$285,000</strong> (Amazon, UPS, Lululemon, others) in the 48 hours after Liberation Day. Made at least <strong>$50,000</strong> selling stocks she bought right before the tariff pause. Claims her financial advisor manages her portfolio.<sup><a href="#s14">[14]</a></sup></p>

  <h3>Ambassador Stephanie Syptak-Ramnath</h3>

  <p>Sold <strong>$255,000-$650,000</strong> in stocks on March 24-25, 2025. Simultaneously bought <strong>$265,000-$650,000</strong> in bond and treasury funds — a classic "risk-off" rotation executed one week before Liberation Day.<sup><a href="#s2">[2]</a></sup></p>

  <h3>Tobias Dorsey (White House Office of Administration)</h3>

  <p>Worked in a division providing services to the Office of the U.S. Trade Representative — the office that helps <em>craft</em> trade policy. Made well-timed stock sales before tariff announcements.<sup><a href="#s2">[2]</a></sup></p>

  <p>All either said they had no insider information or did not respond to ProPublica's inquiries.</p>

  <h2>Prediction Markets: The New Insider Pipeline</h2>

  <p>Polymarket, a blockchain-based prediction market, has become a new vector for what appears to be insider trading on government policy decisions.</p>

  <h3>The Venezuela Operation</h3>

  <p>Master Sergeant Gannon Ken Van Dyke, U.S. Army Special Forces, had access to classified information about <strong>Operation Absolute Resolve</strong> — the planned capture of Venezuelan President Maduro on January 3, 2026. He opened a Polymarket account in late December 2025, placed approximately $34,000 in bets on Maduro's removal, and cashed out <strong>over $400,000</strong> in profit.<sup><a href="#s3">[3]</a></sup></p>

  <p>He was arrested by the DOJ — <strong>the first-ever prediction market insider trading case</strong> brought by the CFTC.<sup><a href="#s19">[19]</a></sup> Charges include commodities fraud, wire fraud, unlawful use of confidential government information, theft of nonpublic government information, and unlawful monetary transaction.</p>

  <p>Trump's response when asked about the arrest: "That's like Pete Rose betting on his own team."</p>

  <p>Another suspicious account, "Burdensome-Mix," turned $32,500 into <strong>$436,000</strong> betting on Maduro's removal days before U.S. special forces seized him.<sup><a href="#s6">[6]</a></sup></p>

  <h3>Iran Ceasefire Bets</h3>

  <p><strong>50+ newly created Polymarket accounts</strong> placed "Yes" bets on a U.S.-Iran ceasefire hours before the April 7, 2026 announcement:<sup><a href="#s15">[15]</a></sup></p>

  <ul>
    <li>One account, created the same day, placed $72,000 and cashed out <strong>$200,000 profit</strong></li>
    <li>Another won <strong>$125,500</strong></li>
    <li>A third account, created <strong>12 minutes</strong> before Trump's post, placed $31,908 and earned ~<strong>$48,500</strong></li>
  </ul>

  <p>Six Polymarket accounts created in February 2026 all wagered on a U.S. strike on Iran by February 28. Collectively earned approximately <strong>$1.2 million</strong>.<sup><a href="#s6">[6]</a></sup></p>

  <p>One Polymarket trader made nearly <strong>$1 million</strong> since 2024 by placing "remarkably accurate and well-timed bets" on U.S./Israel military strikes against Iran.</p>

  <h2>Who's Supposed to Investigate — and Why They Can't</h2>

  <p>Three agencies are responsible for investigating and prosecuting insider trading: the <strong>SEC</strong> (securities), the <strong>CFTC</strong> (commodities and futures), and the <strong>DOJ</strong> (criminal charges). All three have been compromised or gutted:</p>

  <h3>The SEC</h3>

  <p>SEC Director of Enforcement <strong>Margaret Ryan</strong> resigned on March 16, 2026 — after approximately six months in the role. She reportedly clashed with agency leaders over the handling of cases with ties to Trump and his family. Agency leaders <strong>blocked her from aggressively pursuing cases</strong> touching Trump's circle, specifically investigations involving crypto entrepreneur Justin Sun and Tesla CEO Elon Musk.<sup><a href="#s16">[16]</a></sup></p>

  <p>Senate Democrats asked SEC Chairman Paul Atkins to investigate the tariff pause trading. No investigation has been publicly announced.</p>

  <h3>The CFTC</h3>

  <p>The CFTC's Chicago enforcement division — historically the regulator's top litigation hub — went from approximately 20 trial attorneys to <strong>effectively zero</strong> after departures. Overall CFTC staffing has been sharply cut. The Trump-appointed CFTC chair claims AI is compensating for staff losses.<sup><a href="#s17">[17]</a></sup></p>

  <p>Senator Warren called for a CFTC probe into the suspicious oil trades. The investigation is reportedly in early stages with the DOJ taking the lead.</p>

  <h3>The White House Response</h3>

  <p>In April 2026, the White House reportedly warned staff against insider trading amid mounting scrutiny.<sup><a href="#s18">[18]</a></sup> The warning itself suggests awareness that the pattern exists — but no internal investigation has been announced, and no official has been fired or disciplined for suspicious trading.</p>

  <h3>Congressional Action</h3>

  <p>On <strong>April 30, 2026</strong>, the U.S. Senate <strong>unanimously</strong> passed a rule barring all senators and staff from trading on prediction markets, effective immediately.<sup><a href="#s20">[20]</a></sup> Schumer is pressuring the House and White House to follow suit.</p>

  <p>The bipartisan <strong>Prediction Market Act of 2026</strong> (Gillibrand-McCormick) would establish a federal regulatory framework and explicitly bar government officials from using nonpublic information on prediction markets. Separate bills would ban war, death, and military contracts on prediction markets entirely.<sup><a href="#s21">[21]</a></sup></p>

  <p>Rep. Steven Horsford confronted USTR Jamieson Greer at Ways and Means, specifically citing "18 minutes" and "47 minutes" as the suspicious windows before announcements. House Financial Services Democrats demanded an immediate committee investigation.<sup><a href="#s22">[22]</a></sup></p>

  <p>Nobel laureate Paul Krugman called the $580 million oil futures trade placed 16 minutes before the March announcement "treason."<sup><a href="#s23">[23]</a></sup></p>

  <h2>Full Timeline: Every Documented Suspicious Trade</h2>

  <table>
    <thead>
      <tr><th>Date</th><th>Market</th><th>Amount</th><th>Timing Before Announcement</th><th>Profit</th><th>Status</th></tr>
    </thead>
    <tbody>
      <tr>
        <td>March 24-25, 2025</td>
        <td>Stocks</td>
        <td>$75K-$600K+ (multiple officials)</td>
        <td>9 days</td>
        <td>Unknown (avoided $5T crash)</td>
        <td>Documented by ProPublica</td>
      </tr>
      <tr>
        <td>April 2, 2025</td>
        <td>Trump Media stock</td>
        <td>$1-5M (AG Bondi)</td>
        <td>Same day as tariff announcement</td>
        <td>Avoided 13% drop</td>
        <td>IG probe demanded</td>
      </tr>
      <tr>
        <td>April 9, 2025</td>
        <td>Options (SPY, QQQ)</td>
        <td>$2M+ in call options</td>
        <td>~20 minutes</td>
        <td>~$20M+</td>
        <td>SEC investigation demanded</td>
      </tr>
      <tr>
        <td>October 10, 2025</td>
        <td>Crypto (BTC, ETH)</td>
        <td>Massive short position</td>
        <td>1 minute</td>
        <td>$160-200M</td>
        <td>Trader unidentified</td>
      </tr>
      <tr>
        <td>Late December 2025</td>
        <td>Polymarket (Venezuela)</td>
        <td>~$34K</td>
        <td>Days before operation</td>
        <td>$400K+</td>
        <td><strong>Arrest: MSgt. Van Dyke</strong></td>
      </tr>
      <tr>
        <td>February 2026</td>
        <td>Polymarket (Iran strikes)</td>
        <td>Multiple accounts</td>
        <td>Days before strikes</td>
        <td>~$1.2M combined</td>
        <td>Under investigation</td>
      </tr>
      <tr>
        <td>February 2026</td>
        <td>Defense ETF inquiry (Hegseth broker)</td>
        <td>Multimillion-dollar</td>
        <td>Weeks before Iran strikes</td>
        <td>Trade never completed</td>
        <td>Senate probe opened</td>
      </tr>
      <tr>
        <td>March 9, 2026</td>
        <td>Oil futures</td>
        <td>Large (amount unspecified)</td>
        <td>47 minutes</td>
        <td>Unknown (oil dropped 25%)</td>
        <td>Flagged by BBC</td>
      </tr>
      <tr>
        <td>March 23, 2026</td>
        <td>Oil futures</td>
        <td>>$500M</td>
        <td>15 minutes</td>
        <td>Unknown (oil dropped ~11%)</td>
        <td><strong>DOJ/CFTC investigation</strong></td>
      </tr>
      <tr>
        <td>April 7, 2026</td>
        <td>Oil futures + Polymarket</td>
        <td>~$960M (futures) + multiple Polymarket accounts</td>
        <td>Hours / 12 minutes</td>
        <td>$200K+ (one Polymarket account alone)</td>
        <td><strong>DOJ/CFTC investigation</strong></td>
      </tr>
      <tr>
        <td>April 17, 2026</td>
        <td>Oil futures</td>
        <td>$760M</td>
        <td>20 minutes</td>
        <td>Unknown</td>
        <td><strong>DOJ/CFTC investigation</strong></td>
      </tr>
      <tr>
        <td>April 21, 2026</td>
        <td>Oil futures</td>
        <td>$430M</td>
        <td>15 minutes</td>
        <td>Unknown</td>
        <td><strong>DOJ/CFTC investigation</strong></td>
      </tr>
    </tbody>
  </table>

  <h2>The Bottom Line</h2>

  <p>Here are the facts that are not in dispute:</p>

  <ul>
    <li><strong>$2.6 billion</strong> in oil futures trades were placed minutes before Trump's Iran announcements. This is under active DOJ/CFTC investigation.</li>
    <li><strong>$2 million+</strong> in options bets were placed ~20 minutes before the April 2025 tariff pause, generating an estimated $20 million+ in profit.</li>
    <li><strong>$160-200 million</strong> was made by a single crypto trader who shorted one minute before a tariff announcement.</li>
    <li><strong>More than a dozen</strong> administration officials made well-timed stock sales before tariff announcements, documented by ProPublica.</li>
    <li>One soldier has been <strong>arrested</strong> for insider trading on prediction markets.</li>
    <li>The <strong>SEC enforcement chief resigned</strong> after being blocked from pursuing Trump-linked cases.</li>
    <li>The <strong>CFTC enforcement division</strong> has been gutted to near-zero staff.</li>
    <li><strong>No administration official</strong> has been charged, fired, or disciplined.</li>
  </ul>

  <p>Whether these trades represent insider trading in the legal sense — someone with material nonpublic information tipping off traders — or something else entirely, the pattern is extraordinary in its scale, its precision, and its repetition. The question isn't whether it's happening. The question is whether anyone with the authority to investigate it still has the staff, the budget, and the political independence to do so.</p>

  <blockquote>
    <p>"In any other administration, this would have been investigated."</p>
    <footer>— Kathleen Clark, government ethics expert<sup><a href="#s8">[8]</a></sup></footer>
  </blockquote>

Sources

  1. DOJ Probes Oil Futures and Prediction Markets Tied to Iran Announcements
  2. More Than a Dozen Trump Officials Sold Stocks Before Tariff Announcements
  3. U.S. Soldier Arrested for Insider Trading on Polymarket Bets on Venezuela Operation
  4. DOJ Probing $2.6 Billion in Oil Trades Related to Iran Announcements
  5. Oil Trades Surged Before Trump's Iran Posts
  6. Luck, Skill, or Leak? BBC Probes Suspicious Trades Before Trump Announcements
  7. Unusual Options Trading Before Trump's Tariff Pause
  8. Trump Told Investors to 'Buy' on Social Media Hours Before Tariff Pause
  9. Senate Democrats Ask SEC to Probe Possible Insider Trading Around Tariff Pause
  10. How One Trader Made $160 Million Shorting Crypto Before Trump's China Tariff Bombshell
  11. Pam Bondi Sold Trump Media Stock the Day Trump Announced Tariffs
  12. Pete Hegseth Sold Tons of Stock the Week Before 'Liberation Day' Stock Market Plunge
  13. Warner, Schiff Probe Potential Insider Trading by Defense Secretary Hegseth
  14. Marjorie Taylor Greene Bought Thousands in Stocks Before Tariff Pause
  15. Newly-Made Polymarket Accounts Won Massively on US-Iran Ceasefire Bets
  16. Top SEC Enforcement Official Quit After Being Blocked From Pursuing Trump-Linked Cases
  17. CFTC Shrinking as Prediction Markets Explode
  18. Markets Watchdog Rolls Over as Insider Trading Allegations Mount
  19. Insider Predicting? CFTC's First Action and How We Got Here
  20. U.S. Senators Ban Themselves From Prediction Markets Trading
  21. Senators Introduce Bipartisan Prediction Market Act
  22. 18 Minutes. 47 Minutes. A Troubling Pattern of Insider Trading
  23. Nobel Laureate Calls It 'Treason': $580 Million Traded Minutes Before Trump's Oil Reversal