United States Software & IT Services

Guidewire Software Inc (GWRE)

Track

Over the past 90 days, Guidewire Software Inc. insiders have executed 44 transactions, all of which were sales, totaling approximately $8.78 million. Key executives, including CEO Mike Rosenbaum, have consistently sold shares through planned programs. These transactions follow a recent earnings report where the company beat EPS expectations by 10.81%.
Ticker: GWRE Exchange: NYS
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• Purchase • Sale • Planned purchase • Planned sale Net purchase Net sale Buy signal Sell signal Earnings
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Trades
Planned sale 27 Jul 2026
Value US$868,330.43 | Price 154.54 | Shares 36,224 (+35.6%)
Abbreviations B: Buy, S: Sell, PP: Planned purchase, PlS: Planned sale, PrS: Proposed sale, O: Option / Other
Notification date Transaction date B/S Transaction type Insider and/or position Nb. shares
Price
Value 		Number of shares Price Value Details
2026-07-27 2026-07-27 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
36,224 +35.6%
154.54
US$868,330 		36,224 +35.6% 154.54 US$868,330
2026-07-27 2026-07-27 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
68,988
70.70
US$4,087,693 		68,988 70.70 US$4,087,693
2026-07-20 2026-07-20 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
76,449 -43.4%
84.23
US$361,306 		76,449 -43.4% 84.23 US$361,306
2026-07-20 2026-07-20 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,000
147.42
US$100,000 		1,000 147.42 US$100,000
2026-07-13 2026-07-13 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,000 -0.6%
138.47
US$100,000 		1,000 -0.6% 138.47 US$100,000
2026-07-13 2026-07-13 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,000
138.47
US$100,000 		1,000 138.47 US$100,000
2026-07-09 2026-07-09 PlS Planned sale
3.2
King James Winston

Chief Admin Officer, Gen Couns

Officer
1,000 -5.3%
130.64
US$100,000 		1,000 -5.3% 130.64 US$100,000
2026-07-09 2026-07-09 PrS Proposed sale
3.2
JAMES W KING

Officer

Officer
1,000
130.64
US$100,000 		1,000 130.64 US$100,000
2026-07-06 2026-07-06 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,200 -0.6%
131.63
US$157,956 		1,200 -0.6% 131.63 US$157,956
2026-07-06 2026-07-06 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,200
131.63
US$157,956 		1,200 131.63 US$157,956
2026-06-29 2026-06-29 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,200 -0.6%
124.29
US$149,148 		1,200 -0.6% 124.29 US$149,148
2026-06-29 2026-06-29 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,200
124.29
US$149,148 		1,200 124.29 US$149,148
2026-06-22 2026-06-22 PlS Planned sale
3.4
Cooper Jeffrey Elliott

Chief Financial Officer

Officer
1,348 -2.1%
105.67
US$142,443 		1,348 -2.1% 105.67 US$142,443
2026-06-22 2026-06-22 PlS Planned sale
3.4
Cooper Jeffrey Elliott

Chief Financial Officer

Officer
1,348 -2.1%
105.67
US$142,443 		1,348 -2.1% 105.67 US$142,443
2026-06-22 2026-06-22 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,200 -0.6%
105.67
US$126,804 		1,200 -0.6% 105.67 US$126,804
2026-06-22 2026-06-22 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,200 -0.6%
105.67
US$126,804 		1,200 -0.6% 105.67 US$126,804
2026-06-22 2026-06-22 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,200
105.67
US$126,804 		1,200 105.67 US$126,804
2026-06-22 2026-06-22 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,200
105.67
US$126,804 		1,200 105.67 US$126,804
2026-06-22 2026-06-22 PrS Proposed sale
3.4
JEFFREY COOPER

Officer

Officer
1,348
105.67
US$142,443 		1,348 105.67 US$142,443
2026-06-22 2026-06-22 PrS Proposed sale
3.4
JEFFREY COOPER

Officer

Officer
1,348
105.67
US$142,443 		1,348 105.67 US$142,443
2026-06-16 2026-06-16 S Sale
3.2
King James Winston

Chief Admin Officer, Gen Couns

Officer
999 -3.1%
118.74
US$118,624 		999 -3.1% 118.74 US$118,624
2026-06-16 2026-06-16 S Sale
3.5
Peterson David Franklin

Chief Accounting Officer

Officer
246 -2.0%
118.74
US$29,211 		246 -2.0% 118.74 US$29,211
2026-06-16 2026-06-16 S Sale
3.4
Cooper Jeffrey Elliott

Chief Financial Officer

Officer
2,594 -3.9%
118.74
US$308,019 		2,594 -3.9% 118.74 US$308,019
2026-06-16 2026-06-16 S Sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
5,830 -2.8%
118.74
US$692,272 		5,830 -2.8% 118.74 US$692,272
2026-06-16 2026-06-16 S Sale
3.3
Mullen John P

President

Officer
4,292 -3.2%
118.74
US$509,645 		4,292 -3.2% 118.74 US$509,645
2026-06-16 2026-06-16 PrS Proposed sale
3.5
David F. Peterson

Chief Accounting Officer

Officer
246
118.74
US$29,211 		246 118.74 US$29,211
2026-06-16 2026-06-16 PrS Proposed sale
3.3
John P. Mullen

President
4,292
118.74
US$509,645 		4,292 118.74 US$509,645
2026-06-16 2026-06-16 PrS Proposed sale
3.4
Jeffrey Elliott Cooper

Chief Financial Officer

Officer
2,594
118.74
US$308,019 		2,594 118.74 US$308,019
2026-06-16 2026-06-16 PrS Proposed sale
3.2
James Winston King

Chief Administrative Officer and General Counsel

Officer
999
118.74
US$118,624 		999 118.74 US$118,624
2026-06-16 2026-06-16 PrS Proposed sale
3.3
Michael George Rosenbaum

CEO, Director

Non-Executive Director
5,830
118.74
US$692,272 		5,830 118.74 US$692,272
2026-06-16 2026-06-15 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,200 -0.6%
123.85
US$148,620 		1,200 -0.6% 123.85 US$148,620
2026-06-15 2026-06-15 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,200
123.85
US$148,620 		1,200 123.85 US$148,620
2026-06-08 2026-06-08 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,200 -0.6%
135.62
US$162,744 		1,200 -0.6% 135.62 US$162,744
2026-06-08 2026-06-08 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,200
135.62
US$162,744 		1,200 135.62 US$162,744
2026-06-02 2026-06-01 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,200 -0.6%
158.92
US$190,704 		1,200 -0.6% 158.92 US$190,704
2026-06-01 2026-06-01 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,200
158.92
US$190,704 		1,200 158.92 US$190,704
2026-05-26 2026-05-26 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,200 -0.6%
138.51
US$166,212 		1,200 -0.6% 138.51 US$166,212
2026-05-26 2026-05-26 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,200
138.51
US$166,212 		1,200 138.51 US$166,212
2026-05-18 2026-05-18 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,200 -0.6%
128.19
US$153,828 		1,200 -0.6% 128.19 US$153,828
2026-05-18 2026-05-18 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,200
128.19
US$153,828 		1,200 128.19 US$153,828
2026-05-12 2026-05-11 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,200 -0.6%
136.38
US$163,656 		1,200 -0.6% 136.38 US$163,656
2026-05-11 2026-05-11 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,200
136.38
US$163,656 		1,200 136.38 US$163,656
2026-05-05 2026-05-04 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,200 -0.6%
141.91
US$170,292 		1,200 -0.6% 141.91 US$170,292
2026-05-04 2026-05-04 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,200
141.91
US$170,292 		1,200 141.91 US$170,292
2026-04-27 2026-04-27 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,200 -0.6%
138.09
US$165,708 		1,200 -0.6% 138.09 US$165,708
2026-04-27 2026-04-27 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,200
138.09
US$165,708 		1,200 138.09 US$165,708
2026-04-20 2026-04-20 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,200 -0.6%
139.75
US$167,700 		1,200 -0.6% 139.75 US$167,700
2026-04-20 2026-04-20 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,200
139.75
US$167,700 		1,200 139.75 US$167,700
2026-04-13 2026-04-13 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,200 -0.6%
118.77
US$142,524 		1,200 -0.6% 118.77 US$142,524
2026-04-13 2026-04-13 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,200
118.77
US$142,524 		1,200 118.77 US$142,524
2026-04-06 2026-04-06 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,200 -0.5%
151.14
US$181,368 		1,200 -0.5% 151.14 US$181,368
2026-04-06 2026-04-06 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,200
151.14
US$181,368 		1,200 151.14 US$181,368
2026-03-31 2026-03-30 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,200 -0.5%
145.74
US$174,888 		1,200 -0.5% 145.74 US$174,888
2026-03-30 2026-03-30 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,200
145.74
US$174,888 		1,200 145.74 US$174,888
2026-03-24 2026-03-23 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,200 -0.5%
155.56
US$186,672 		1,200 -0.5% 155.56 US$186,672
2026-03-23 2026-03-23 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,200
155.56
US$186,672 		1,200 155.56 US$186,672
2026-03-18 2026-03-17 S Sale
3.5
Peterson David Franklin

Chief Accounting Officer

Officer
273 -2.1%
163.86
US$44,733 		273 -2.1% 163.86 US$44,733
2026-03-18 2026-03-17 S Sale
3.2
King James Winston

Chief Admin Officer, Gen Couns

Officer
1,001 -3.0%
163.86
US$164,022 		1,001 -3.0% 163.86 US$164,022
2026-03-18 2026-03-17 S Sale
3.4
Cooper Jeffrey Elliott

Chief Financial Officer

Officer
1,935 -2.8%
163.86
US$317,065 		1,935 -2.8% 163.86 US$317,065
2026-03-18 2026-03-17 S Sale
3.3
Mullen John P

President

Officer
6,576 -4.6%
163.86
US$1,077,530 		6,576 -4.6% 163.86 US$1,077,530
2026-03-18 2026-03-17 S Sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
4,737 -2.1%
163.86
US$776,195 		4,737 -2.1% 163.86 US$776,195
2026-03-17 2026-03-17 PrS Proposed sale
3.5
David F. Peterson

Chief Accounting Officer

Officer
273
163.86
US$44,733 		273 163.86 US$44,733
2026-03-17 2026-03-17 PrS Proposed sale
3.2
James Winston King

Chief Administrative Officer and General Counsel

Officer
1,001
163.86
US$164,022 		1,001 163.86 US$164,022
2026-03-17 2026-03-17 PrS Proposed sale
3.3
John P. Mullen

President
6,576
163.86
US$1,077,529 		6,576 163.86 US$1,077,529
2026-03-17 2026-03-17 PrS Proposed sale
3.4
Jeffrey Elliott Cooper

Chief Financial Officer

Officer
1,935
163.86
US$317,065 		1,935 163.86 US$317,065
2026-03-17 2026-03-17 PrS Proposed sale
3.3
Michael G. Rosenbaum

Chief Executive Officer

Officer
4,737
163.86
US$776,195 		4,737 163.86 US$776,195
2026-03-17 2026-03-16 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,200 -0.5%
160.00
US$192,000 		1,200 -0.5% 160.00 US$192,000
2026-03-16 2026-03-16 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,200
160.00
US$192,000 		1,200 160.00 US$192,000
2026-03-13 2026-03-13 PrS Proposed sale
3.4
JEFFREY COOPER

Officer

Officer
4,757
158.72
US$755,031 		4,757 158.72 US$755,031
2026-03-13 2026-03-13 PlS Planned sale
3.4
Cooper Jeffrey Elliott

Chief Financial Officer

Officer
4,757 -6.5%
158.72
US$755,031 		4,757 -6.5% 158.72 US$755,031
2026-03-09 2026-03-09 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,200 -0.5%
166.34
US$199,608 		1,200 -0.5% 166.34 US$199,608
2026-03-09 2026-03-09 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,200
166.34
US$199,608 		1,200 166.34 US$199,608
2026-03-03 2026-03-02 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,200 -0.5%
143.87
US$172,644 		1,200 -0.5% 143.87 US$172,644
2026-03-02 2026-03-02 PrS Proposed sale
3.3
MIKE ROSENBAUM

Officer; Director

Executive Director
1,200
143.87
US$172,644 		1,200 143.87 US$172,644
2026-02-23 2026-02-23 PlS Planned sale
3.3
Rosenbaum Michael George

Chief Executive Officer

Executive Director
1,200 -0.5%
125.50
US$150,600 		1,200 -0.5% 125.50 US$150,600
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