There have been 50 recent insider transactions recorded for Ryder System, Inc. (R), including 2 buys and 47 sells. Total insider buying was valued at RSU Award and total insider selling at $27.31M.
Notable insiders with recent activity include Swoboda Charles M, Anderson Jay A., Diez John J.. Insider transactions can provide insights into how company leadership views the stock's valuation and future prospects.
Insider Transactions — R
| Date |
Name |
Role |
Transaction |
Shares |
Avg. Price |
Value |
Shares Owned |
| 2026-04-01 |
Swoboda Charles M |
Director |
RSU Award |
138 |
- |
- |
8,210 |
| 2026-03-01 |
Anderson Jay A. |
VP and Controller |
Unknown |
- |
- |
- |
6,680 |
| 2026-02-25 |
Diez John J. |
President and COO |
Option Exercise (Sell) |
24,190 |
$76.49 |
$1.85M |
- |
| 2026-02-24 |
Sanchez Robert E |
Chair and CEO |
Option Exercise (Sell) |
104,390 |
$76.49 |
$7.98M |
- |
| 2026-02-20 |
Fatovic Robert D |
EVP, CLO & Corp. Secretary |
Option Exercise (Sell) |
11,640 |
$76.49 |
$890.34K |
- |
| 2026-02-19 |
Sensing John S. |
President, Global Scs & Dts |
Option Exercise (Sell) |
12,110 |
$76.49 |
$926.29K |
- |
| 2026-02-19 |
Ravindran Rajeev |
EVP & CIO |
Informative Sell |
400 |
$223.03 |
$89.21K |
18,136 |
| 2026-02-18 |
Havens Thomas M. |
President, Global Fms |
Informative Sell |
5,885 |
$222.17 |
$1.31M |
33,074 |
| 2026-02-17 |
Fatovic Robert D |
EVP, CLO & Corp. Secretary |
Option Exercise (Sell) |
10,000 |
$76.49 |
$764.9K |
11,640 |
| 2026-02-17 |
Hodes Sanford J. |
SVP, C Procur Of, Corp Dev Of |
Option Exercise (Sell) |
4,370 |
$76.49 |
$334.26K |
- |
| 2026-02-13 |
Smith E Follin |
Director |
Informative Sell |
2,000 |
$207.00 |
$414K |
1,549 |
| 2026-02-13 |
Jones Karen M. |
EVP & Chief Marketing Officer |
Informative Sell |
727 |
$209.74 |
$152.48K |
12,473 |
| 2026-02-13 |
Ravindran Rajeev |
EVP & CIO |
Option Exercise (Sell) |
6,815 |
$57.92 |
$394.72K |
- |
| 2026-02-13 |
Regan Thomas Michael |
EVP of Dts |
Informative Sell |
871 |
$212.81 |
$185.36K |
7,747 |
| 2026-02-10 |
Sanchez Robert E |
Chair and CEO |
Tax Withholding of RSU |
3,114 |
$212.19 |
$660.76K |
92,278 |
| 2026-02-10 |
Fatovic Robert D |
EVP, CLO & Corp. Secretary |
Tax Withholding of RSU |
831 |
$212.19 |
$176.33K |
93,737 |
| 2026-02-10 |
Gallo-aquino Cristina |
EVP and CFO |
Tax Withholding of RSU |
409 |
$212.19 |
$86.79K |
29,026 |
| 2026-02-10 |
Jones Karen M. |
EVP & Chief Marketing Officer |
Tax Withholding of RSU |
327 |
$212.19 |
$69.39K |
18,473 |
| 2026-02-10 |
Diez John J. |
President and COO |
Tax Withholding of RSU |
1,361 |
$212.19 |
$288.79K |
183,810 |
| 2026-02-10 |
Sensing John S. |
President, Global Scs & Dts |
Tax Withholding of RSU |
1,090 |
$212.19 |
$231.29K |
67,081 |
| 2026-02-10 |
Lopez Francisco Jr. |
EVP & Chief HR Officer |
Tax Withholding of RSU |
490 |
$212.19 |
$103.97K |
63,393 |
| 2026-02-10 |
Ravindran Rajeev |
EVP & CIO |
Tax Withholding of RSU |
286 |
$212.19 |
$60.69K |
20,832 |
| 2026-02-10 |
Havens Thomas M. |
President, Global Fms |
Tax Withholding of RSU |
935 |
$212.19 |
$198.4K |
45,645 |
| 2026-02-10 |
Hodes Sanford J. |
SVP, C Procur Of, Corp Dev Of |
Tax Withholding of RSU |
182 |
$212.19 |
$38.62K |
26,871 |
| 2026-02-10 |
Regan Thomas Michael |
EVP of Dts |
Tax Withholding of RSU |
234 |
$212.19 |
$49.65K |
8,618 |
| 2026-02-09 |
Sanchez Robert E |
Chair and CEO |
Tax Withholding of RSU |
2,776 |
$215.73 |
$598.87K |
95,392 |
| 2026-02-09 |
Fatovic Robert D |
EVP, CLO & Corp. Secretary |
Tax Withholding of RSU |
555 |
$215.73 |
$119.73K |
94,090 |
| 2026-02-09 |
Gallo-aquino Cristina |
EVP and CFO |
Tax Withholding of RSU |
392 |
$215.73 |
$84.57K |
29,435 |
| 2026-02-09 |
Jones Karen M. |
EVP & Chief Marketing Officer |
Tax Withholding of RSU |
270 |
$215.73 |
$58.25K |
18,710 |
| 2026-02-09 |
Diez John J. |
President and COO |
Tax Withholding of RSU |
1,031 |
$215.73 |
$222.42K |
185,171 |
| 2026-02-09 |
Sensing John S. |
President, Global Scs & Dts |
Tax Withholding of RSU |
940 |
$215.73 |
$202.79K |
68,171 |
| 2026-02-09 |
Lopez Francisco Jr. |
EVP & Chief HR Officer |
Tax Withholding of RSU |
449 |
$215.73 |
$96.86K |
63,883 |
| 2026-02-09 |
Ravindran Rajeev |
EVP & CIO |
Tax Withholding of RSU |
235 |
$215.73 |
$50.7K |
21,018 |
| 2026-02-09 |
Havens Thomas M. |
President, Global Fms |
Tax Withholding of RSU |
940 |
$215.73 |
$202.79K |
46,580 |
| 2026-02-09 |
Hodes Sanford J. |
SVP, C Procur Of, Corp Dev Of |
Tax Withholding of RSU |
150 |
$215.73 |
$32.36K |
27,053 |
| 2026-02-09 |
Regan Thomas Michael |
EVP of Dts |
Tax Withholding of RSU |
217 |
$215.73 |
$46.81K |
8,849 |
| 2026-02-07 |
Sanchez Robert E |
Chair and CEO |
Tax Withholding of RSU |
2,217 |
$217.50 |
$482.2K |
98,168 |
| 2026-02-07 |
Fatovic Robert D |
EVP, CLO & Corp. Secretary |
Tax Withholding of RSU |
729 |
$217.50 |
$158.56K |
94,645 |
| 2026-02-07 |
Gallo-aquino Cristina |
EVP and CFO |
Tax Withholding of RSU |
596 |
$217.50 |
$129.63K |
29,827 |
| 2026-02-07 |
Jones Karen M. |
EVP & Chief Marketing Officer |
Tax Withholding of RSU |
206 |
$217.50 |
$44.81K |
18,980 |
| 2026-02-07 |
Diez John J. |
President and COO |
Tax Withholding of RSU |
997 |
$217.50 |
$216.85K |
186,202 |
| 2026-02-07 |
Sensing John S. |
President, Global Scs & Dts |
Tax Withholding of RSU |
729 |
$217.50 |
$158.56K |
69,111 |
| 2026-02-07 |
Lopez Francisco Jr. |
EVP & Chief HR Officer |
Tax Withholding of RSU |
366 |
$217.50 |
$79.61K |
64,332 |
| 2026-02-07 |
Ravindran Rajeev |
EVP & CIO |
Tax Withholding of RSU |
190 |
$217.50 |
$41.33K |
21,253 |
| 2026-02-07 |
Havens Thomas M. |
President, Global Fms |
Tax Withholding of RSU |
729 |
$217.50 |
$158.56K |
47,520 |
| 2026-02-07 |
Hodes Sanford J. |
SVP, C Procur Of, Corp Dev Of |
Tax Withholding of RSU |
115 |
$217.50 |
$25.01K |
27,203 |
| 2026-02-07 |
Regan Thomas Michael |
EVP of Dts |
Tax Withholding of RSU |
170 |
$217.50 |
$36.98K |
9,066 |
| 2026-02-06 |
Sanchez Robert E |
Chair and CEO |
Tax Withholding of RSU |
24,661 |
$217.50 |
$5.36M |
78,776 |
| 2026-02-06 |
Fatovic Robert D |
EVP, CLO & Corp. Secretary |
Tax Withholding of RSU |
6,603 |
$217.50 |
$1.44M |
92,892 |
| 2026-02-06 |
Gallo-aquino Cristina |
EVP and CFO |
RSU Award |
3,862 |
- |
- |
30,423 |
■ Informative Buy/Sell — open market transaction (most significant)
■ Uninformative Buy — award, option exercise, conversion
■ Uninformative Sell — tax withholding, award vest sale
■ Neutral — gift, trust, expiry
