CHRW C. H. ROBINSON WORLDWIDE, INC. Insider Trading

President Michael D. Castagnetto buys 594 shares of CHRW at $168.24; cluster pattern with 3 other insiders buying in past 14 days

Michael D. Castagnetto, President of C. H. ROBINSON WORLDWIDE, purchased 594 shares at $168.24 on 2026-02-12, bringing his holdings to 35,488 shares (+1.7% net change). The transaction occurs within a cluster buy pattern, with 3 other insiders also purchasing shares within the past 14 days. At the current price of $176.01, the stock is -12.2% from its 52-week high but +2.2% over 30 days and +15.2% over 90 days. However, Castagnetto's prior trades at CHRW show a mixed timing pattern: his 2 prior sales on 2025-11-03 were followed by positive 90-day returns (+28.7% and +28.3% respectively), indicating those sells were not well-timed as he sold before subsequent gains. The company's fundamentals show $4.1B in latest quarterly revenue and $163.0M net income, though annual revenue growth stands at -8.4% with a P/E of 28.95. The coincident buying activity across multiple insiders may warrant investor attention as a potential signal, though individual timing history at this ticker suggests prior trades lacked precision.

CHRW CEO Bozeman bought 1,223 shares at $163.34 amid cluster buying; stock up 15.2% in 90 days but CEO's prior CHRW buy poorly timed.

David P Bozeman, President & CEO of C. H. Robinson Worldwide, purchased 1,223 shares at $163.34 on 2026-02-12, increasing his holdings from 189,377 to 190,600 shares. This transaction occurs within a 14-day window in which 3 other insiders also bought, signaling aligned insider appetite. The stock has rallied 15.2% over the past 90 days and currently trades at $176.01, up 2.2% in the past month. However, Bozeman's only prior purchase at this ticker on 2023-11-14 was poorly timed: the stock declined 8.6% over the subsequent 90 days. The company reports revenue of $4.1B and net income of $163.0M in the latest quarter, but faces an annual revenue headwind of -8.4% year-over-year, and the stock trades at a P/E of 28.95—elevated relative to historical averages.

Chief Strategy Officer Arun buys 605 CHRW shares at $167.11; 3 insiders bought in 14 days as stock trades 12.2% below 52-week high.

Rajan Arun, Chief Strategy and Innovation Officer, purchased 605 shares of C.H. Robinson Worldwide at $167.11 on 2026-02-12, bringing his holdings to 133,656 shares, a 0.5% addition to his position. This transaction is part of a cluster pattern: 3 other insiders have also purchased shares within the past 14 days, suggesting coordinated or overlapping confidence signals from multiple executives. The stock currently trades at $176.01, approximately 12.2% below its 52-week high of $200.59, and has gained 15.2% over the past 90 days despite an 8.4% annual revenue decline and elevated valuation metrics (P/E of 28.95). The convergence of multiple insider purchases during a period of downward price pressure relative to recent highs creates a notable data point for monitoring executive positioning, though the modest size of Arun's purchase relative to his 133.7K-share holdings warrants context.

CFO Lee Damon J. bought 620 CHRW shares at $162.52 (Feb 2026); 3 other insiders also bought within 14 days, signaling cluster activity.

Lee Damon J., Chief Financial Officer, purchased 620 shares of C. H. ROBINSON WORLDWIDE, INC. on 2026-02-12 at $162.52 per share, increasing his holdings to 41,364 shares. The transaction occurred as part of a broader pattern: 3 other insiders also bought within the past 14 days, indicating a cluster buy event rather than isolated activity. The stock is currently trading at $176.01, up 2.2% over the past 30 days and 15.2% over the past 90 days, though it remains 12.2% below its 52-week high of $200.59. Against a backdrop of declining revenue (-8.4% year-over-year) and a relatively elevated P/E ratio of 28.95, the synchronized buying by multiple insiders represents a notable signal warranting investor attention to understand the timing and rationale behind this coordinated activity.

CHRW President Short sells 6,368 shares at $201.30; current price $196.33 near 52-week high

Michael John, President of Global Forwarding at C. H. Robinson Worldwide, sold 6,368 shares at $201.30 on 2026-02-09, reducing holdings by 10.9% to 52,101 shares post-transaction. The sale occurred near the 52-week high (currently -2.1% from peak of $200.59), and the stock has gained 13.8% over the prior 30 days and 29.4% over 90 days. Examining his prior trades at CHRW specifically, only 2 of 5 prior sells showed negative 90-day returns (well-timed for sells), suggesting inconsistent timing success at this ticker. His cross-ticker track record shows a 40.00% well-timed rate on sells with an average 90-day post-sale return of +4.4%, indicating his sales historically have not prevented subsequent gains. The combination of a large reduction in holdings at elevated prices, strong recent price momentum, and a mixed track record of timing on this specific stock warrants observation of the company's fundamentals and further insider trading patterns.

CHRW CHRO Freeman sells 8,579 shares at $200.52; holds 55,611 post-sale. Stock +13.8% (30d), +29.4% (90d).

Freeman Angela K., CHRO and ESG Officer, sold 8,579 shares of C. H. Robinson Worldwide at $200.52, reducing her stake by 13.4% against her pre-transaction holding of 64,190 shares. The sale occurred near the 52-week high ($200.59), with the stock subsequently delivering +13.8% over the prior 30 days and +29.4% over 90 days—both strong gains for a logistics/freight company trading at a P/E of 38.65 on $4.1B in quarterly revenue. Her prior two sales at CHRW (both on 2025-11-06) each preceded positive returns of 30–33% over 90 days, indicating a timing pattern of selling before rallies rather than declines. The broader context—elevated valuation multiples, recent strong price appreciation, and a consistent history of selling into upside momentum—places this sale in a neutral-to-modest posture relative to near-term momentum and fundamentals.

CHRW CHRO Angela K. Freeman sells 49,884 shares for $7,467,892.96; holds 65,728 shares post-trade.

Angela K. Freeman, CHRO and ESG Officer at C. H. ROBINSON WORLDWIDE, INC., executed two separate sales on 2025-11-06, totaling 49,884 shares for $7,467,892.96 at a blended average price of $149.71 per share. This transaction represents a 43.1% reduction in her holdings, from 115,612 shares to 65,728 shares. The stock currently trades at $151.72, near its 52-week high of $154.88 and up 21.1% over 30 days and 27.7% over 90 days, while the company trades at a P/E of 29.87 with annual revenue growth of 0.7%. The magnitude and proportion of this sale—nearly half her position liquidated—warrants investor attention to understand Freeman's rationale, particularly given the stock's strong recent momentum and the executive's ESG officer role in an industry-critical transportation company.

CHRW President Castagnetto sells 45.3K shares across 2 transactions for $6.9M at blended $151.70; reduces holdings 57.6% to 33.4K shares

Michael D. Castagnetto, President of C. H. Robinson Worldwide, executed 2 separate sales on November 3, 2025, totaling 45,266 shares for $6,866,685.72 at prices of $151.48 and $152.00, reducing his holdings from 78,654 shares to 33,388 shares—a net reduction of 57.6%. The sale occurred near the stock's 52-week high of $154.88 and follows strong recent momentum (30-day change: +14.0%, 90-day change: +30.0%), with the current price at $153.13 representing a modest -1.1% discount to the 52-week high. The magnitude of this disposition—eliminating more than half of his pre-transaction stake in a single filing—stands as a material reduction in insider exposure to the company, particularly notable given the stock's elevated valuation (P/E: 30.14) and muted growth backdrop (annual revenue growth +0.7%).

President Short sold 6,364 CHRW shares at $117.24; stock near 52-week high (+17.8% in 30d).

Michael John, President of Global Forwarding, sold 6,364 shares at $117.24 on 2025-08-06, reducing his holdings by 9.5% to 60,401 shares. The sale occurred near the 52-week high of $117.82, with the stock up 17.8% over the prior 30 days and 31.3% over 90 days. His same-ticker history at CHRW shows 2 of 4 prior sales were well-timed at the 90-day mark, with one notably well-timed sale on 2024-11-11 followed by a 90-day decline of -12.1%. The current valuation (P/E of 25.84) and modest annual revenue growth of +0.7% provide context for evaluating insider positioning. The coincidence of a significant sale at market strength and historical pattern of selective timing merits observation of post-transaction price action.

President Michael Short sold 12,209 CHRW shares at $99.58 for $1.2M, reducing holdings 16.8% on 2025-02-18.

Michael John, President of Global Forwarding at C. H. Robinson, sold 12,209 shares at $99.58 on 2025-02-18, reducing his position from 72,495 shares to 60,286 shares. His prior three trades at CHRW show mixed timing: two of three prior sells achieved negative 90-day returns (-0.7% and -12.1%, both well-timed), while one sale in August 2024 resulted in a +9.7% 90-day gain. The current stock price of $100.42 is -12.0% from its 52-week high and down 4.7% over 30 days, reflecting recent weakness. While the sale reduces his holdings substantially (16.8%), the limited context around this particular transaction—coupled with moderate valuation metrics (P/E 24.43, flat annual revenue growth at +0.7%)—suggests modest material significance rather than a clear directional signal.