Over the last 12 months, Guidewire Software insiders reported no purchases and 78 sales totaling $29.7M across SEC Form 4 filings. 86% of those filings were made under pre-arranged 10b5-1 trading plans.
Scroll the table sideways for price, value and marks.
| Date | Insider | Type | Shares | Avg price | Value | Δ stake | Marks |
|---|---|---|---|---|---|---|---|
| Sep 14, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $145.87 | $175K | -0.5% | plan |
| Sep 8, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $160.52 | $193K | -0.6% | plan |
| Aug 31, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $204.44 | $245K | -0.6% | plan |
| Aug 27, 2026 | Peterson David FranklinChief Accounting Officer · O | ▼ Sale | 2,500 | $200 | $500K | -20.3% | plan |
| Aug 24, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $187.82 | $225K | -0.6% | plan |
| Aug 19, 2026 | Mullen John PPresident · O | ▼ Sale | 14,400 | $185 | $2.7M | -11% | plan |
| Aug 17, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $172.88 | $207K | -0.6% | plan |
| Aug 10, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $169.5 | $203K | -0.6% | plan |
| 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 |
| May 4, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $141.91 | $170K | -0.6% | plan |
| Apr 27, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $138.09 | $166K | -0.6% | plan |
| Apr 20, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $139.75 | $168K | -0.6% | plan |
| Apr 13, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $118.77 | $143K | -0.6% | plan |
| Apr 6, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $151.14 | $181K | -0.5% | plan |
| Mar 30, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $145.74 | $175K | -0.5% | plan |
| Mar 23, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $155.56 | $187K | -0.5% | plan |
| Mar 17, 2026 | Mullen John PPresident · O | ▼ Sale | 6,576 | $163.86 | $1.1M | -4.6% | — |
| Mar 17, 2026 | Cooper Jeffrey ElliottChief Financial Officer · O | ▼ Sale | 1,935 | $163.86 | $317K | -2.8% | — |
| Mar 17, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 4,737 | $163.86 | $776K | -2.1% | — |
| Mar 17, 2026 | King James WinstonChief Admin Officer, Gen Couns · O | ▼ Sale | 1,001 | $163.86 | $164K | -3% | — |
| Mar 17, 2026 | Peterson David FranklinChief Accounting Officer · O | ▼ Sale | 273 | $163.86 | $45K | -2.1% | — |
| Mar 16, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $160 | $192K | -0.5% | plan |
| Mar 13, 2026 | Cooper Jeffrey ElliottChief Financial Officer · O | ▼ Sale | 4,757 | $158.72 | $755K | -6.5% | plan |
| Mar 9, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $166.34 | $200K | -0.5% | plan |
| Mar 2, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $143.87 | $173K | -0.5% | plan |
| Feb 23, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $125.5 | $151K | -0.5% | plan |
| Feb 17, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $127 | $152K | -0.5% | plan |
| Feb 9, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $127.77 | $153K | -0.5% | plan |
| Feb 2, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $140.01 | $168K | -0.5% | plan |
| Jan 26, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $160.32 | $192K | -0.5% | plan |
| Jan 20, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $156.26 | $188K | -0.5% | plan |
| Jan 13, 2026 | Cooper Jeffrey ElliottChief Financial Officer · O | ▼ Sale | 216 | $180.87 | $39K | -0.3% | plan |
| Jan 13, 2026 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,200 | $180.87 | $217K | -0.5% | plan |
| Dec 29, 2025 | Rosenbaum Michael GeorgeChief Executive Officer · O·D | ▼ Sale | 1,400 | $204.95 | $287K | -0.6% | plan |
The same Form 4 data over REST or MCP, already grouped into events with the plan flag and the dollar value read. A free key does 100 calls a day and needs no card. Prefer email? Guidewire Software filings can reach your inbox instead.
Corporate insiders — officers, directors and 10%+ owners — must report their trades to the SEC on Form 4 within two business days. This page shows open-market activity: purchases (code P), sales (S) and dispositions back to the issuer (D). Scheduled compensation events such as stock grants and option exercises are also filed on Form 4 but carry no trading signal, so they are not shown and counts here can be lower than the raw EDGAR filing total. 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.