The Filings Report

GUIDEWIRE SOFTWARE, INC. insider trading

GWREfinancial statementsForm 4 filings on EDGAR244 transactions since Nov 3, 2024

From August 6, 2026 to November 3, 2026, 0 insiders at GUIDEWIRE SOFTWARE, INC. bought $0 of stock in the open market, and 5 sold $35M. Officers and directors accounted for $0 of purchases and $35M of sales. The last reported transaction was an open-market sale by Rosenbaum Michael George on November 2, 2026.

The answer card and chart use the same period. Change the range above the chart to update both. Form 4 filings through November 2, 2026; awards, option exercises, tax withholding and gifts are excluded from these totals.

Stock price and insider activity

Daily price candles with insider purchases and sales directly beneath them on the same timeline. Bars show individual days; totals sum all days in the selected period.

GWRE daily priceSplit-adjusted prices in US dollars

Bought $0Sold $35MAug 6, 2026 – Nov 3, 2026

Nov 3, 2026O $159.20 · H $163.20 · L $157.86 · C $161.04Bought $0 (0)Sold $0 (0)
$133$153$172$192$2122026-08-06: open $153.53, high $160.85, low $151.20, close $160.032026-08-07: open $164.00, high $172.07, low $162.65, close $170.532026-08-10: open $169.50, high $175.00, low $169.50, close $172.942026-08-11: open $175.00, high $178.07, low $171.22, close $176.652026-08-12: open $173.03, high $176.76, low $171.15, close $173.082026-08-13: open $173.92, high $183.88, low $173.00, close $182.622026-08-14: open $183.81, high $183.98, low $172.81, close $175.592026-08-17: open $172.88, high $174.68, low $170.34, close $171.992026-08-18: open $175.00, high $181.10, low $174.90, close $177.762026-08-19: open $177.75, high $185.70, low $177.32, close $181.182026-08-20: open $181.18, high $184.57, low $179.99, close $181.792026-08-21: open $181.97, high $189.92, low $180.83, close $189.192026-08-24: open $187.82, high $193.23, low $187.07, close $191.892026-08-25: open $188.46, high $192.87, low $186.60, close $188.342026-08-26: open $182.46, high $191.52, low $181.50, close $191.072026-08-27: open $195.00, high $201.69, low $194.51, close $201.092026-08-28: open $199.76, high $207.47, low $199.76, close $205.852026-08-31: open $204.44, high $207.49, low $203.71, close $204.752026-09-01: open $201.97, high $205.27, low $199.32, close $201.092026-09-02: open $199.38, high $201.06, low $188.73, close $192.762026-09-03: open $198.00, high $204.41, low $197.11, close $202.862026-09-04: open $167.55, high $168.89, low $157.05, close $162.422026-09-08: open $160.52, high $161.81, low $147.76, close $149.712026-09-09: open $147.85, high $148.33, low $142.07, close $142.242026-09-10: open $142.43, high $147.22, low $139.70, close $140.092026-09-11: open $138.81, high $142.44, low $137.44, close $140.922026-09-14: open $145.87, high $154.04, low $145.32, close $153.002026-09-15: open $149.00, high $152.29, low $147.77, close $148.882026-09-16: open $146.59, high $150.52, low $146.16, close $146.732026-09-17: open $145.00, high $146.00, low $142.23, close $144.982026-09-18: open $144.98, high $145.61, low $140.11, close $144.292026-09-21: open $145.92, high $150.15, low $143.86, close $149.382026-09-22: open $152.09, high $152.57, low $147.22, close $150.462026-09-23: open $153.79, high $155.45, low $150.11, close $152.892026-09-24: open $152.66, high $154.99, low $150.01, close $151.002026-09-25: open $151.00, high $152.97, low $144.13, close $145.562026-09-28: open $142.65, high $145.84, low $139.14, close $145.182026-09-29: open $144.39, high $145.93, low $139.05, close $142.522026-09-30: open $143.33, high $146.24, low $141.50, close $142.582026-10-01: open $149.00, high $157.50, low $146.85, close $155.322026-10-02: open $155.67, high $156.12, low $150.94, close $152.152026-10-05: open $152.52, high $163.99, low $152.52, close $163.232026-10-06: open $165.00, high $167.00, low $162.54, close $164.522026-10-07: open $162.01, high $165.47, low $160.04, close $163.982026-10-08: open $167.25, high $167.25, low $161.33, close $164.782026-10-09: open $165.90, high $168.13, low $165.50, close $167.322026-10-12: open $168.97, high $171.42, low $164.32, close $164.742026-10-13: open $165.07, high $167.83, low $164.04, close $165.782026-10-14: open $165.79, high $168.67, low $164.45, close $164.922026-10-15: open $165.74, high $177.63, low $165.74, close $175.772026-10-16: open $177.95, high $178.35, low $166.50, close $168.862026-10-19: open $167.90, high $173.02, low $167.60, close $171.442026-10-20: open $175.00, high $185.87, low $175.00, close $183.582026-10-21: open $182.12, high $186.39, low $180.85, close $181.902026-10-22: open $183.50, high $191.99, low $180.00, close $189.642026-10-23: open $189.11, high $191.33, low $186.44, close $189.002026-10-26: open $187.19, high $189.00, low $180.25, close $183.962026-10-27: open $181.39, high $183.14, low $169.03, close $169.152026-10-28: open $167.96, high $171.00, low $165.34, close $166.922026-10-29: open $160.24, high $164.11, low $158.05, close $160.072026-10-30: open $160.83, high $163.29, low $159.93, close $162.592026-11-02: open $160.16, high $166.05, low $160.16, close $162.432026-11-03: open $159.20, high $163.20, low $157.86, close $161.04Insider purchases / sales · USD$50M$0−$50M2026-08-10: 0 purchases ($0), 1 sales ($203K)2026-08-17: 0 purchases ($0), 1 sales ($207K)2026-08-19: 0 purchases ($0), 2 sales ($6M)2026-08-24: 0 purchases ($0), 1 sales ($225K)2026-08-25: 0 purchases ($0), 1 sales ($339K)2026-08-27: 0 purchases ($0), 1 sales ($500K)2026-08-31: 0 purchases ($0), 1 sales ($245K)2026-09-08: 0 purchases ($0), 1 sales ($193K)2026-09-14: 0 purchases ($0), 1 sales ($175K)2026-09-17: 0 purchases ($0), 5 sales ($22M)2026-09-18: 0 purchases ($0), 6 sales ($2M)2026-09-21: 0 purchases ($0), 1 sales ($175K)2026-09-28: 0 purchases ($0), 1 sales ($171K)2026-10-05: 0 purchases ($0), 1 sales ($183K)2026-10-09: 0 purchases ($0), 1 sales ($2M)2026-10-12: 0 purchases ($0), 1 sales ($203K)2026-10-19: 0 purchases ($0), 1 sales ($201K)2026-10-20: 0 purchases ($0), 1 sales ($999K)2026-10-26: 0 purchases ($0), 2 sales ($562K)2026-11-02: 0 purchases ($0), 1 sales ($192K)Aug 6Aug 28Sep 21Oct 13Nov 3

purchases above zero; sales below. Both use the transaction date and the same dollar scale. Hover, tap, or use arrow keys to inspect a date. Awards, exercises, tax withholding and gifts are excluded.

Dates with prices or insider activity are spaced evenly; empty weekends and holidays are omitted. Prices through Nov 3, 2026. Insider data through Nov 3, 2026. Prices are adjusted for splits; transaction values are reported dollars.

Every transaction

244 transactions from November 3, 2024 to November 3, 2026, newest first. Open-market purchases and sales are coloured; awards, exercises, tax withholding and gifts are grey and not counted.

TradedInsiderRoleTransactionSharesPriceValueHeld afterFiled
Nov 2, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoropen-market sale10b5-11,200$160.16$192K272,466Nov 2, 2026
Oct 26, 2026Mullen John PPresidentopen-market sale10b5-11,800$187.19$337K176,447Oct 27, 2026
Oct 26, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoropen-market sale10b5-11,200$187.19$225K273,666Oct 26, 2026
Oct 20, 2026Mullen John PPresidentopen-market sale10b5-15,400$185.00$999K178,247Oct 20, 2026
Oct 19, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoropen-market sale10b5-11,200$167.90$201K274,866Oct 19, 2026
Oct 12, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoropen-market sale10b5-11,200$168.97$203K276,066Oct 13, 2026
Oct 9, 2026King James WinstonChief Admin Officer, Gen Counsopen-market sale10b5-19,187$168.00$2M35,371Oct 13, 2026
Oct 5, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoropen-market sale10b5-11,200$152.52$183K277,266Oct 5, 2026
Sep 28, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoropen-market sale10b5-11,200$142.65$171K278,466Sep 30, 2026
Sep 21, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoropen-market sale10b5-11,200$145.92$175K279,666Sep 21, 2026
Sep 18, 2026King James WinstonChief Admin Officer, Gen Counsopen-market sale10b5-11,381$144.98$200K44,558Sep 21, 2026
Sep 18, 2026Cooper Jeffrey ElliottChief Financial Officeropen-market sale10b5-1854$140.73$120K94,507Sep 21, 2026
Sep 18, 2026Cooper Jeffrey ElliottChief Financial Officeropen-market sale10b5-12,430$141.68$344K92,077Sep 21, 2026
Sep 18, 2026Cooper Jeffrey ElliottChief Financial Officeropen-market sale10b5-14,468$142.69$638K87,609Sep 21, 2026
Sep 18, 2026Cooper Jeffrey ElliottChief Financial Officeropen-market sale10b5-11,195$143.61$172K86,414Sep 21, 2026
Sep 18, 2026Cooper Jeffrey ElliottChief Financial Officeropen-market sale10b5-1994$144.98$144K85,420Sep 21, 2026
Sep 17, 2026King James WinstonChief Admin Officer, Gen Counsopen-market sale10b5-111,814$144.47$2M45,939Sep 21, 2026
Sep 17, 2026Peterson David FranklinChief Accounting Officeropen-market sale10b5-11,905$144.47$275K12,233Sep 21, 2026
Sep 17, 2026Cooper Jeffrey ElliottChief Financial Officeropen-market sale10b5-123,234$144.47$3M95,361Sep 21, 2026
Sep 17, 2026Mullen John PPresidentopen-market sale39,683$144.47$6M183,647Sep 21, 2026
Sep 17, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoropen-market sale10b5-172,290$144.47$10M280,866Sep 21, 2026
Sep 15, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoroption exercise123,074$0.00—353,156Sep 15, 2026
Sep 15, 2026Mullen John PPresidentoption exercise75,211$0.00—223,330Sep 15, 2026
Sep 15, 2026Peterson David FranklinChief Accounting Officeroption exercise4,351$0.00—14,138Sep 15, 2026
Sep 15, 2026King James WinstonChief Admin Officer, Gen Counsoption exercise19,701$0.00—57,753Sep 15, 2026
Sep 15, 2026Cooper Jeffrey ElliottChief Financial Officeroption exercise37,826$0.00—118,595Sep 15, 2026
Sep 14, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoropen-market sale10b5-11,200$145.87$175K230,082Sep 14, 2026
Sep 11, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoraward45,906$0.00—231,282Sep 14, 2026
Sep 11, 2026Mullen John PPresidentaward35,004$0.00—148,119Sep 14, 2026
Sep 11, 2026Cooper Jeffrey ElliottChief Financial Officeraward18,650$0.00—80,769Sep 14, 2026
Sep 11, 2026King James WinstonChief Admin Officer, Gen Counsaward8,034$0.00—38,052Sep 14, 2026
Sep 8, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoropen-market sale10b5-11,200$160.52$193K185,376Sep 8, 2026
Aug 31, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoropen-market sale10b5-11,200$204.44$245K186,576Sep 1, 2026
Aug 27, 2026Peterson David FranklinChief Accounting Officeropen-market sale10b5-12,500$200.00$500K9,787Aug 27, 2026
Aug 25, 2026Mullen John PPresidentopen-market sale10b5-11,800$188.46$339K113,115Aug 26, 2026
Aug 24, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoropen-market sale10b5-11,200$187.82$225K187,776Aug 24, 2026
Aug 19, 2026Mullen John PPresidentopen-market sale10b5-116,200$185.00$3M114,915Aug 26, 2026
Aug 19, 2026Mullen John PPresidentopen-market sale10b5-114,400$185.00$3M116,715Aug 20, 2026
Aug 17, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoropen-market sale10b5-11,200$172.88$207K188,976Aug 17, 2026
Aug 12, 2026Vollert Karl AlexanderDirectoraward578$0.00—578Aug 12, 2026
Aug 10, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoropen-market sale10b5-11,200$169.50$203K190,176Aug 10, 2026
Aug 3, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoropen-market sale10b5-11,200$155.92$187K191,376Aug 3, 2026
Jul 27, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoropen-market sale10b5-11,200$142.31$171K192,576Jul 27, 2026
Jul 20, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoropen-market sale10b5-11,200$147.42$177K193,776Jul 20, 2026
Jul 13, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoropen-market sale10b5-11,200$138.47$166K194,976Jul 13, 2026
Jul 9, 2026King James WinstonChief Admin Officer, Gen Counsopen-market sale10b5-11,684$130.64$220K30,018Jul 9, 2026
Jul 6, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoropen-market sale10b5-11,200$131.63$158K196,176Jul 6, 2026
Jun 29, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoropen-market sale10b5-11,200$124.29$149K197,376Jun 29, 2026
Jun 22, 2026Cooper Jeffrey ElliottChief Financial Officeropen-market sale10b5-11,348$105.67$142K62,119Jun 22, 2026
Jun 22, 2026Rosenbaum Michael GeorgeChief Executive Officer, Directoropen-market sale10b5-11,200$105.67$127K198,576Jun 22, 2026

Who the insiders are

Everyone who reported a transaction since November 3, 2024, by open-market value over twelve months. Shares held are after the insider’s latest directly held transaction.

InsiderRoleLast transactionKindShares heldBought, 12 monthsSold, 12 monthsSales under a plan
Rosenbaum Michael GeorgeChief Executive Officer, DirectorNov 2, 2026open-market sale272,466—$23M (56)54 of 56
Mullen John PPresidentOct 26, 2026open-market sale176,447—$18M (11)7 of 11
Cooper Jeffrey ElliottChief Financial OfficerSep 18, 2026open-market sale94,507—$7M (13)10 of 13
King James WinstonChief Admin Officer, Gen CounsOct 9, 2026open-market sale35,371—$5M (9)7 of 9
Peterson David FranklinChief Accounting OfficerSep 17, 2026open-market sale12,233—$918K (5)3 of 5
Keller Michael CDirectorDec 15, 2025award10,606———
Bauer David SDirectorDec 15, 2025award7,099———
Lavin PaulDirectorDec 22, 2024gift1,211———
Anquillare Mark VDirectorDec 15, 2025award2,716———
Sloan Jeffrey StevenDirectorDec 15, 2025award2,371———
Ramanathan RajaniDirectorDec 15, 2025award11,057———
Lego Catherine PDirectorDec 15, 2025award14,393———
Dillon MargaretDirectorDec 15, 2025award16,393———
Vollert Karl AlexanderDirectorAug 12, 2026award578———

Questions

Are GUIDEWIRE SOFTWARE, INC. insiders buying or selling?

Over the twelve months to November 3, 2026, 5 insiders at GUIDEWIRE SOFTWARE, INC. sold $54M of stock in the open market, all by officers and directors, and no insider bought. Net, insiders sold $54M. Only open-market purchases and sales are counted.

Who sold the most GUIDEWIRE SOFTWARE, INC. stock in the last year?

Rosenbaum Michael George (Chief Executive Officer, Director) sold $23M in 56 open-market sales over the twelve months to November 3, 2026.

Do GUIDEWIRE SOFTWARE, INC. executives sell under 10b5-1 plans?

81 of the 94 open-market sales in the last twelve months (86%) were reported as made under a Rule 10b5-1 trading plan, set up in advance. A sale under a plan is still counted as a sale.

What counts as insider buying here?

Only open-market purchases (Form 4 code P) and sales (code S) by officers, directors and 10% owners. Stock awards, option exercises, shares withheld for tax and gifts are listed in the table but never counted as buying or selling.

More on GUIDEWIRE SOFTWARE, INC.

From Form 4, 4/A and 5 filings with the SEC. A record of insider transactions, not a recommendation.