Guidewire Software, Inc
Insiders
Last 12 monthsSales planned on beside the trades reported on , and whether each names a .
Planned ·
$49.3M
87 notices · 315,079 sh
Oct 2025 to Oct 2026
Reported ·
$18.7M
60 sales · 0 buys
Oct 2025 to Jun 2026
The two figures cover different periods.
48 of 60 reported sales carry the 10b5-1 box. Together they are 0.13% of the shares on issue.
under a no plan named▼ salesize is dollars
Form 144 notices, newest first
2026-10-05MIKE ROSENBAUM, Chief Executive Officer$183,024
2026-09-28MIKE ROSENBAUM, Chief Executive Officer$171,180
2026-09-21MIKE ROSENBAUM, Chief Executive Officer$175,104
2026-09-18JAMES W KING, Chief Admin Officer, Gen Couns$200,217
2026-09-18JEFFREY COOPER, Chief Financial Officer$1,417,732
2026-09-17John P Mullen, President$5,733,075
2026-09-17Jeffrey Elliott Cooper, Chief Financial Officer$3,356,658
2026-09-17Michael George Rosenbaum, Chief Executive Officer$10.4M
2026-09-17James Winston King, Chief Admin Officer, Gen Couns$1,706,784
2026-09-17David Franklin Peterson, Chief Accounting Officer$275,219
2026-09-14MIKE ROSENBAUM, Chief Executive Officer$175,044
2026-09-08MIKE ROSENBAUM, Chief Executive Officer$192,624
2026-08-31MIKE ROSENBAUM, Chief Executive Officer$245,328
2026-08-27DAVID F PETERSON, Chief Accounting Officer$500,000
2026-08-25JOHN MULLEN, President$339,228
2026-08-24MIKE ROSENBAUM, Chief Executive Officer$225,384
2026-08-19JOHN MULLEN, President$2,997,000
2026-08-17MIKE ROSENBAUM, Chief Executive Officer$207,456
2026-08-10MIKE ROSENBAUM, Chief Executive Officer$203,400
2026-08-03MIKE ROSENBAUM, Chief Executive Officer$187,104
2026-07-27MIKE ROSENBAUM, Chief Executive Officer$170,772
2026-07-20MIKE ROSENBAUM, Chief Executive Officer$176,904
2026-07-13MIKE ROSENBAUM, Chief Executive Officer$166,164
2026-07-09JAMES W KING, Chief Admin Officer, Gen Couns$219,998
2026-07-06MIKE ROSENBAUM, Chief Executive Officer$157,956
2026-06-29MIKE ROSENBAUM, Chief Executive Officer$149,148
Form 4, 2026-06-29: sold 1,200 at $124.29 Form 4 ↗
2026-06-22JEFFREY COOPER, Chief Financial Officer$142,443
Form 4, 2026-06-22: sold 1,348 at $105.67 Form 4 ↗
2026-06-22MIKE ROSENBAUM, Chief Executive Officer$126,804
Form 4, 2026-06-22: sold 1,200 at $105.67 Form 4 ↗
2026-06-16John P. Mullen, President$509,645
Form 4, 2026-06-16: sold 4,292 at $118.74 Form 4 ↗
2026-06-16Jeffrey Elliott Cooper, Chief Financial Officer$308,019
Form 4, 2026-06-16: sold 2,594 at $118.74 Form 4 ↗
2026-06-16Michael George Rosenbaum, Chief Executive Officer$692,272
2026-06-16James Winston King, Chief Admin Officer, Gen Couns$118,624
Form 4, 2026-06-16: sold 999 at $118.74 Form 4 ↗
2026-06-16David F. Peterson, Chief Accounting Officer$29,211
Form 4, 2026-06-16: sold 246 at $118.74 Form 4 ↗
2026-06-15MIKE ROSENBAUM, Chief Executive Officer$148,620
Form 4, 2026-06-16: sold 7,030 at $119.61 Form 4 ↗
2026-06-08MIKE ROSENBAUM, Chief Executive Officer$162,744
Form 4, 2026-06-08: sold 1,200 at $135.62 Form 4 ↗
2026-06-01MIKE ROSENBAUM, Chief Executive Officer$190,704
Form 4, 2026-06-02: sold 1,200 at $158.92 Form 4 ↗
2026-05-26MIKE ROSENBAUM, Chief Executive Officer$166,212
Form 4, 2026-05-26: sold 1,200 at $138.51 Form 4 ↗
2026-05-18MIKE ROSENBAUM, Chief Executive Officer$153,828
Form 4, 2026-05-18: sold 1,200 at $128.19 Form 4 ↗
2026-05-11MIKE ROSENBAUM, Chief Executive Officer$163,656
Form 4, 2026-05-12: sold 1,200 at $136.38 Form 4 ↗
2026-05-04MIKE ROSENBAUM, Chief Executive Officer$170,292
Form 4, 2026-05-05: sold 1,200 at $141.91 Form 4 ↗
2026-04-27MIKE ROSENBAUM, Chief Executive Officer$165,708
Form 4, 2026-04-27: sold 1,200 at $138.09 Form 4 ↗
2026-04-20MIKE ROSENBAUM, Chief Executive Officer$167,700
Form 4, 2026-04-20: sold 1,200 at $139.75 Form 4 ↗
2026-04-13MIKE ROSENBAUM, Chief Executive Officer$142,524
Form 4, 2026-04-13: sold 1,200 at $118.77 Form 4 ↗
2026-04-06MIKE ROSENBAUM, Chief Executive Officer$181,368
Form 4, 2026-04-06: sold 1,200 at $151.14 Form 4 ↗
2026-03-30MIKE ROSENBAUM, Chief Executive Officer$174,888
Form 4, 2026-03-31: sold 1,200 at $145.74 Form 4 ↗
2026-03-23MIKE ROSENBAUM, Chief Executive Officer$186,672
Form 4, 2026-03-24: sold 1,200 at $155.56 Form 4 ↗
2026-03-17John P. Mullen, President$1,077,529
Form 4, 2026-03-18: sold 6,576 at $163.86 Form 4 ↗
2026-03-17Jeffrey Elliott Cooper, Chief Financial Officer$317,065
Form 4, 2026-03-18: sold 1,935 at $163.86 Form 4 ↗
2026-03-17Michael G. Rosenbaum, Chief Executive Officer$776,195
Form 4, 2026-03-18: sold 4,737 at $163.86 Form 4 ↗
2026-03-17James Winston King, Chief Admin Officer, Gen Couns$164,022
Form 4, 2026-03-18: sold 1,001 at $163.86 Form 4 ↗
2026-03-17David F. Peterson, Chief Accounting Officer$44,733
Form 4, 2026-03-18: sold 273 at $163.86 Form 4 ↗
2026-03-16MIKE ROSENBAUM, Chief Executive Officer$192,000
Form 4, 2026-03-17: sold 1,200 at $160.00 Form 4 ↗
2026-03-13JEFFREY COOPER, Chief Financial Officer$755,031
Form 4, 2026-03-13: sold 4,757 at $158.72 Form 4 ↗
2026-03-09MIKE ROSENBAUM, Chief Executive Officer$199,608
Form 4, 2026-03-09: sold 1,200 at $166.34 Form 4 ↗
2026-03-02MIKE ROSENBAUM, Chief Executive Officer$172,644
Form 4, 2026-03-03: sold 1,200 at $143.87 Form 4 ↗
2026-02-23MIKE ROSENBAUM, Chief Executive Officer$150,600
Form 4, 2026-02-23: sold 1,200 at $125.50 Form 4 ↗
2026-02-17MIKE ROSENBAUM, Chief Executive Officer$152,400
Form 4, 2026-02-17: sold 1,200 at $127.00 Form 4 ↗
2026-02-09MIKE ROSENBAUM, Chief Executive Officer$153,324
Form 4, 2026-02-10: sold 1,200 at $127.77 Form 4 ↗
2026-02-04Lavin Paul, Former Director$612,872
2026-02-02MIKE ROSENBAUM, Chief Executive Officer$168,012
Form 4, 2026-02-03: sold 1,200 at $140.01 Form 4 ↗
2026-01-26MIKE ROSENBAUM, Chief Executive Officer$192,384
Form 4, 2026-01-26: sold 1,200 at $160.32 Form 4 ↗
2026-01-20MIKE ROSENBAUM, Chief Executive Officer$187,512
Form 4, 2026-01-22: sold 1,200 at $156.26 Form 4 ↗
2026-01-13JEFFREY COOPER, Chief Financial Officer$39,068
Form 4, 2026-01-15: sold 216 at $180.87 Form 4 ↗
2026-01-13MIKE ROSENBAUM, Chief Executive Officer$217,044
Form 4, 2026-01-15: sold 1,200 at $180.87 Form 4 ↗
2025-12-29MIKE ROSENBAUM, Chief Executive Officer$286,930
Form 4, 2025-12-29: sold 1,400 at $204.95 Form 4 ↗
2025-12-22MIKE ROSENBAUM, Chief Executive Officer$281,008
Form 4, 2025-12-22: sold 1,400 at $200.72 Form 4 ↗
2025-12-18JEFFREY COOPER, Chief Financial Officer$240,240
2025-12-18JAMES W KING, Chief Admin Officer, Gen Couns$362,700
2025-12-16John P Mullen, President$1,531,807
Form 4, 2025-12-17: sold 7,975 at $192.08 Form 4 ↗
2025-12-16Jeffrey Elliott Cooper, Chief Financial Officer$551,643
Form 4, 2025-12-18: sold 4,104 at $192.96 Form 4 ↗
2025-12-16Michael George Rosenbaum, Chief Executive Officer$1,155,338
Form 4, 2025-12-17: sold 6,015 at $192.08 Form 4 ↗
2025-12-16James Winston King, Chief Admin Officer, Gen Couns$279,855
Form 4, 2025-12-18: sold 3,317 at $193.72 Form 4 ↗
2025-12-16David Franklin Peterson, Chief Accounting Officer$68,763
Form 4, 2025-12-17: sold 358 at $192.08 Form 4 ↗
2025-12-15MIKE ROSENBAUM, Chief Executive Officer$286,076
Form 4, 2025-12-15: sold 1,400 at $204.34 Form 4 ↗
2025-12-08MIKE ROSENBAUM, Chief Executive Officer$295,218
Form 4, 2025-12-08: sold 1,400 at $210.87 Form 4 ↗
2025-12-01MIKE ROSENBAUM, Chief Executive Officer$298,816
Form 4, 2025-12-01: sold 1,400 at $213.44 Form 4 ↗
2025-12-01JOHN MULLEN, President$640,320
Form 4, 2025-12-01: sold 3,000 at $213.44 Form 4 ↗
2025-11-24MIKE ROSENBAUM, Chief Executive Officer$298,522
Form 4, 2025-11-24: sold 1,400 at $213.23 Form 4 ↗
2025-11-17MIKE ROSENBAUM, Chief Executive Officer$311,556
Form 4, 2025-11-17: sold 1,400 at $222.54 Form 4 ↗
2025-11-17JAMES W KING, Chief Admin Officer, Gen Couns$177,587
Form 4, 2025-11-17: sold 798 at $222.54 Form 4 ↗
2025-11-10MIKE ROSENBAUM, Chief Executive Officer$305,942
Form 4, 2025-11-10: sold 1,400 at $218.53 Form 4 ↗
2025-11-03MIKE ROSENBAUM, Chief Executive Officer$324,590
Form 4, 2025-11-03: sold 1,400 at $231.85 Form 4 ↗
2025-11-03JOHN MULLEN, President$695,550
Form 4, 2025-11-03: sold 3,000 at $231.85 Form 4 ↗
2025-10-27MIKE ROSENBAUM, Chief Executive Officer$357,560
Form 4, 2025-10-27: sold 1,400 at $255.40 Form 4 ↗
2025-10-20MIKE ROSENBAUM, Chief Executive Officer$343,980
Form 4, 2025-10-21: sold 1,400 at $245.70 Form 4 ↗
2025-10-20JAMES W KING, Chief Admin Officer, Gen Couns$196,069
Form 4, 2025-10-21: sold 798 at $245.70 Form 4 ↗