Over the last 12 months, Guidewire Software insiders reported no purchases and 17 sales totaling $3.8M across SEC Form 4 filings. 82% of the activity was filed under pre-arranged 10b5-1 trading plans.
| Date | Insider | Type | Shares | Avg price | Value | Δ stake | Marks |
|---|---|---|---|---|---|---|---|
| Aug 3, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $155.92 | $187K | -0.6% | plan |
| Jul 27, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $142.31 | $171K | -0.6% | plan |
| Jul 20, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $147.42 | $177K | -0.6% | plan |
| Jul 13, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $138.47 | $166K | -0.6% | plan |
| Jul 9, 2026 | King James WinstonChief Admin Officer, Gen Couns · O | ▼ Sale | 1,684 | $130.64 | $220K | -5.3% | plan |
| Jul 6, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $131.63 | $158K | -0.6% | plan |
| Jun 29, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $124.29 | $149K | -0.6% | plan |
| Jun 22, 2026 | Cooper Jeffrey ElliottChief Financial Officer · O | ▼ Sale | 1,348 | $105.67 | $142K | -2.1% | plan |
| Jun 22, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $105.67 | $127K | -0.6% | plan |
| Jun 16, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 7,030 | $119.61 | $841K | -3.4% | plan · 2 tranches |
| Jun 16, 2026 | Cooper Jeffrey ElliottChief Financial Officer · O | ▼ Sale | 2,594 | $118.74 | $308K | -3.9% | — |
| Jun 16, 2026 | Peterson David FranklinChief Accounting Officer · O | ▼ Sale | 246 | $118.74 | $29K | -2% | plan |
| Jun 16, 2026 | King James WinstonChief Admin Officer, Gen Couns · O | ▼ Sale | 999 | $118.74 | $119K | -3.1% | — |
| Jun 16, 2026 | Mullen John PPresident · O | ▼ Sale | 4,292 | $118.74 | $510K | -3.2% | — |
| Jun 8, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $135.62 | $163K | -0.6% | plan |
| Jun 1, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $158.92 | $191K | -0.6% | plan |
| May 26, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $138.51 | $166K | -0.6% | plan |
Corporate insiders — officers, directors and 10%+ owners — must report their trades to the SEC on Form 4 within two business days. We group each filing's transactions into one economic event (a laddered 10b5-1 sale is one event, not 25 rows), flag pre-arranged plans and late filings, and link every event to its AI-scored article in the $GWRE feed.