CHRW's three largest insider shareholders as of September 29, 2026 are Henry Ward Iv Winship (Director, 266.73K shares), Robert C Jr Biesterfeld (President And Ceo, 181.61K shares), David P Bozeman (President Ceo, 178.98K shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Henry Ward Iv Winship | Director | 0 | 266,732 | 266,732 | 19.0% | 14 May, 2024 |
| 2 | Robert C Jr Biesterfeld | President And Ceo | 181,610 | 0 | 181,610 | 12.9% | 16 Jun, 2022 |
| 3 | David P Bozeman | President Ceo | 178,978 | 0 | 178,978 | 12.7% | 30 Jun, 2026 |
| 4 | Arun Rajan | Chief Strat Innov Officer | 133,340 | 0 | 133,340 | 9.5% | 02 Jun, 2026 |
| 5 | Mac S Pinkerton | Pres. Of North America Trans. | 87,001 | 0 | 87,001 | 6.2% | 03 May, 2023 |
| 6 | Chris Obrien | Chief Commercial Officer | 80,031 | 0 | 80,031 | 5.7% | 10 Feb, 2023 |
| 7 | Ben G Campbell | Chief Legal Officer/Secretary | 67,818 | 0 | 67,818 | 4.8% | 03 Jan, 2025 |
| 8 | Jordan T Kass | President, Managed Services | 64,664 | 0 | 64,664 | 4.6% | 10 Feb, 2023 |
| 9 | Michael Paul Zechmeister | Chief Financial Officer | 64,473 | 0 | 64,473 | 4.6% | 12 Feb, 2024 |
| 10 | Angela K. Freeman | Chro And Esg Officer | 48,824 | 0 | 48,824 | 3.5% | 19 Feb, 2026 |
| 11 | Michael W Neill | Chief Technology Officer | 46,679 | 0 | 46,679 | 3.3% | 10 Feb, 2023 |
| 12 | Michael John Short | President, Global Forwarding | 44,298 | 0 | 44,298 | 3.2% | 19 Feb, 2026 |
| 13 | Damon J. Lee | Chief Financial Officer | 36,736 | 0 | 36,736 | 2.6% | 10 Jul, 2026 |
| 14 | Michael D. Castagnetto | Pres, Nast | 32,479 | 0 | 32,479 | 2.3% | 19 Feb, 2026 |
| 15 | Scott P Anderson | Interim Ceo | 27,305 | 0 | 27,305 | 1.9% | 04 Jan, 2023 |
| 16 | Jeroen Eijsink | President, Ch Robinson Europe | 21,790 | 0 | 21,790 | 1.6% | 11 Feb, 2022 |
| 17 | Dorothy Trefon Capers | Chief Legal Officer | 19,360 | 0 | 19,360 | 1.4% | 07 May, 2026 |
| 18 | Henry J Maier | Director | 1,922 | 0 | 1,922 | 0.1% | 22 Nov, 2022 |
Each row is that insider’s most recently reported position, from Form 4 filings over the last 60 months — which is why this total does not tie to the quarterly series above, where a quarter counts only the insiders who filed in it. Shares held through a fund or institutional portfolio are counted on the institutional ownership page instead.
| Date | Insider | Position | Transaction | Shares | Price | Value | Shares Held After | Ownership |
|---|---|---|---|---|---|---|---|---|
| 08 Jul, 2026 | Damon J. Lee | Chief Financial Officer | Disposed F | 4,698 | $190.95 | $897.08K | 36,736 | Direct |
| 30 Jun, 2026 | Timothy C Gokey | Director | Acquired A | 163 | $188.34 | $30.70K | 26,972 | Direct |
| 30 Jun, 2026 | Mark A. Goodburn | Director | Acquired A | 193 | $188.34 | $36.35K | 13,944 | Direct |
| 26 Jun, 2026 | David P Bozeman | President Ceo | Disposed F | 11,693 | $180.34 | $2.11Mn | 178,978 | Direct |
| 29 May, 2026 | Arun Rajan | Chief Strat Innov Officer | Acquired A | 8,714 | $0.00 | $0 | 133,340 | Direct |
| 07 May, 2026 | Paige K Robbins | Director | Acquired A | 992 | $0.00 | $0 | 4,467 | Direct |
| 07 May, 2026 | Edward G. Feitzinger | Director | Acquired A | 992 | $0.00 | $0 | 2,262 | Direct |
| 07 May, 2026 | Paula Tolliver | Director | Acquired A | 992 | $0.00 | $0 | 17,375 | Direct |
| 07 May, 2026 | Timothy C Gokey | Director | Acquired A | 992 | $0.00 | $0 | 26,809 | Direct |
| 07 May, 2026 | Jodee A Kozlak | Director | Acquired A | 992 | $0.00 | $0 | 29,006 | Direct |
| 07 May, 2026 | Mark A. Goodburn | Director | Acquired A | 992 | $0.00 | $0 | 13,751 | Direct |
| 07 May, 2026 | Mary Guilfoile | Director | Acquired A | 992 | $0.00 | $0 | 22,552 | Direct |
| 07 May, 2026 | Michael H Mcgarry | Director | Acquired A | 992 | $0.00 | $0 | 4,467 | Direct |
| 07 May, 2026 | Kermit R Crawford | Director | Acquired A | 992 | $0.00 | $0 | 10,902 | Direct |
| 05 May, 2026 | Dorothy Trefon Capers | Chief Legal Officer | Disposed F | 1,204 | $161.24 | $194.13K | 19,360 | Direct |
| 31 Mar, 2026 | Timothy C Gokey | Director | Acquired A | 193 | $166.07 | $32.05K | 25,817 | Direct |
| 31 Mar, 2026 | Mark A. Goodburn | Director | Acquired A | 219 | $166.07 | $36.37K | 12,759 | Direct |
| 17 Feb, 2026 | Michael John Short | President, Global Forwarding | Disposed F | 7,803 | $176.01 | $1.37Mn | 44,298 | Direct |
| 17 Feb, 2026 | Michael D. Castagnetto | Pres, Nast | Disposed F | 3,009 | $176.01 | $529.61K | 32,479 | Direct |
| 17 Feb, 2026 | Arun Rajan | Chief Strat Innov Officer | Disposed F | 9,030 | $176.01 | $1.59Mn | 124,626 | Direct |