As of the latest Form 4 filed Jul 9, 2026.
What Guidewire Software Inc insiders — officers, directors and 10% owners — have bought and sold in their own stock, straight from their SEC Form 4 filings. Values are shares × the reported transaction price where both are disclosed.
Buys plotted up, sells down; bar height is the disclosed dollar value (shares × reported price). Our Form 4 history is only complete from mid-2026, so early months are sparse — the series fills in as more filings land. Open-market purchases and sales only.
Newest filing first — the 30 most recent filings for GWRE.
| Filed | Trade date | Insider | Transaction | Shares | Price | Value | 10b5-1 | Filing |
|---|---|---|---|---|---|---|---|---|
| 2026-07-09 | 2026-07-09 | King James Winston Chief Admin Officer, Gen Couns | SSale | −1.68K | $130.64 | $220K | Yes (planned) | Form 4 ↗ |
| 2026-07-06 | 2026-07-06 | Rosenbaum Michael George Chief Executive Officer | SSale | −1.20K | $131.63 | $158K | Yes (planned) | Form 4 ↗ |
| 2026-06-29 | 2026-06-29 | Rosenbaum Michael George Chief Executive Officer | SSale | −1.20K | $124.29 | $149K | Yes (planned) | Form 4 ↗ |
| 2026-06-22 | 2026-06-22 | Cooper Jeffrey Elliott Chief Financial Officer | SSale | −1.35K | $105.67 | $142K | Yes (planned) | Form 4 ↗ |
| 2026-06-22 | 2026-06-22 | Rosenbaum Michael George Chief Executive Officer | SSale | −1.20K | $105.67 | $127K | Yes (planned) | Form 4 ↗ |
| 2026-06-16 | 2026-06-16 | Mullen John P President | SSale | −4.29K | $118.74 | $510K | No | Form 4 ↗ |
| 2026-06-16 | 2026-06-16 | Cooper Jeffrey Elliott Chief Financial Officer | SSale | −2.59K | $118.74 | $308K | No | Form 4 ↗ |
| 2026-06-16 | 2026-06-16 | Rosenbaum Michael George Chief Executive Officer | SSale | −5.83K | $118.74 | $692K | Yes (planned) | Form 4 ↗ |
| 2026-06-16 | 2026-06-16 | King James Winston Chief Admin Officer, Gen Couns | SSale | −999.00 | $118.74 | $119K | No | Form 4 ↗ |
| 2026-06-16 | 2026-06-16 | Peterson David Franklin Chief Accounting Officer | SSale | −246.00 | $118.74 | $29.2K | Yes (planned) | Form 4 ↗ |
| 2026-06-16 | 2026-06-15 | Rosenbaum Michael George Chief Executive Officer | SSale | −1.20K | $123.85 | $149K | Yes (planned) | Form 4 ↗ |
| 2026-06-08 | 2026-06-08 | Rosenbaum Michael George Chief Executive Officer | SSale | −1.20K | $135.62 | $163K | Yes (planned) | Form 4 ↗ |
| 2026-06-02 | 2026-06-01 | Rosenbaum Michael George Chief Executive Officer | SSale | −1.20K | $158.92 | $191K | Yes (planned) | Form 4 ↗ |
| 2026-05-26 | 2026-05-26 | Rosenbaum Michael George Chief Executive Officer | SSale | −1.20K | $138.51 | $166K | Yes (planned) | Form 4 ↗ |
| 2026-05-18 | 2026-05-18 | Rosenbaum Michael George Chief Executive Officer | SSale | −1.20K | $128.19 | $154K | Yes (planned) | Form 4 ↗ |
| 2026-05-12 | 2026-05-11 | Rosenbaum Michael George Chief Executive Officer | SSale | −1.20K | $136.38 | $164K | Yes (planned) | Form 4 ↗ |
| 2026-05-05 | 2026-05-04 | Rosenbaum Michael George Chief Executive Officer | SSale | −1.20K | $141.91 | $170K | Yes (planned) | Form 4 ↗ |
| 2026-04-27 | 2026-04-27 | Rosenbaum Michael George Chief Executive Officer | SSale | −1.20K | $138.09 | $166K | Yes (planned) | Form 4 ↗ |
| 2026-04-20 | 2026-04-20 | Rosenbaum Michael George Chief Executive Officer | SSale | −1.20K | $139.75 | $168K | Yes (planned) | Form 4 ↗ |
| 2026-04-13 | 2026-04-13 | Rosenbaum Michael George Chief Executive Officer | SSale | −1.20K | $118.77 | $143K | Yes (planned) | Form 4 ↗ |
| 2026-04-06 | 2026-04-06 | Rosenbaum Michael George Chief Executive Officer | SSale | −1.20K | $151.14 | $181K | Yes (planned) | Form 4 ↗ |
| 2026-03-31 | 2026-03-30 | Rosenbaum Michael George Chief Executive Officer | SSale | −1.20K | $145.74 | $175K | Yes (planned) | Form 4 ↗ |
| 2026-03-24 | 2026-03-23 | Rosenbaum Michael George Chief Executive Officer | SSale | −1.20K | $155.56 | $187K | Yes (planned) | Form 4 ↗ |
| 2026-03-18 | 2026-03-17 | Mullen John P President | SSale | −6.58K | $163.86 | $1.08M | No | Form 4 ↗ |
| 2026-03-18 | 2026-03-17 | Cooper Jeffrey Elliott Chief Financial Officer | SSale | −1.94K | $163.86 | $317K | No | Form 4 ↗ |
| 2026-03-18 | 2026-03-17 | Rosenbaum Michael George Chief Executive Officer | SSale | −4.74K | $163.86 | $776K | No | Form 4 ↗ |
| 2026-03-18 | 2026-03-17 | King James Winston Chief Admin Officer, Gen Couns | SSale | −1.00K | $163.86 | $164K | No | Form 4 ↗ |
| 2026-03-18 | 2026-03-17 | Peterson David Franklin Chief Accounting Officer | SSale | −273.00 | $163.86 | $44.7K | No | Form 4 ↗ |
| 2026-03-13 | 2026-03-13 | Cooper Jeffrey Elliott Chief Financial Officer | SSale | −4.76K | $158.72 | $755K | No | Form 4 ↗ |
| 2026-03-09 | 2026-03-09 | Rosenbaum Michael George Chief Executive Officer | SSale | −1.20K | $166.34 | $200K | Yes (planned) | Form 4 ↗ |
Insiders — a company’s officers, directors and holders of more than 10% of its stock — must report any trade in that stock to the SEC on a Form 4 within two business days. Each row here is one transaction from those filings.
The transaction code tells you what happened: Purchase (P) and Sale (S) are open-market trades — the ones markets watch most; Award (A) is a granted stock or unit, Option exercise (M) converts options into shares, and Gift (G) is a transfer for no consideration. Awards, exercises and gifts are largely compensation or administrative, not a directional bet.
One caveat on sales: many are made under a Rule 10b5-1 plan scheduled months in advance, so a sale is not automatically a bearish signal. Insider activity is a noisy input — read it alongside the filings, not on its own.
See also GWRE’s full analysis or the market-wide insider trading feed. The tabs above jump to GWRE’s other SEC data.
Source: SEC Form 4 filings for GWRE, parsed from EDGAR. Transaction prices are as reported in the filing — SEC public-domain data, not market quotes. Values are shares × reported price where both are disclosed; grants and gifts often carry no price. A delayed record of what insiders reported, not a live position or a recommendation.
Research and education only — not financial advice. TENKis not a registered investment adviser or broker-dealer and gives no personalized advice. Every call is impersonal — identical for all users, generated on a schedule from SEC filings plus a delayed/third-party price feed — may be wrong or out of date, and is not a recommendation to buy or sell any security. The operator and an affiliated trading operation may hold or trade the securities TENK rates; see Disclosures. Past performance does not guarantee future results. Do your own research.