Introduction

This page provides a comprehensive analysis of the known insider trading history of Michael George Rosenbaum. Insiders are officers, directors, or significant investors in a company. It is illegal for insiders to make trades in their companies based on specific, non-public information. This does not mean it is illegal for them to make any trades in their own companies. However, they must report all trades to the SEC via a Form 4. Despite these restrictions, academic research suggests that insiders - in general - tend to outperform the market in their own companies.

Average Trade Profitability

The average trade profitability is the average return of all the open market purchases made by the insider in the last three years. To calculate this, we examine every open-market, unplanned purchase made by the insider, excluding all trades that were marked as part of a 10b5-1 trading plan. We then calculate the average performance of those trades over 3, 6, and 12 months, averaging each of those durations to generate a final performance metric for each trade. Finally, we average all of the performance metrics to calculate a performance metric for the insider. This list only includes insiders that have made at least three trades in the last two years.

If this insiders trade profitability is "N/A", then the insider either has not made any open-market purchases in the last three years, or the trades they’ve made are too recent to calculate a reliable performance metric.

Update Frequency: Daily

See the list of most profitable insider traders.

Companies with Reported Insider Positions

The SEC filings indicate Michael George Rosenbaum has reported holdings or trades in the following companies:

Security Title Latest Reported Holdings
US:GWRE / Guidewire Software, Inc. Chief Executive Officer, Director 221,868
How to Interpret the Charts

The following charts show the stock performance of securities subsequent to each open-market, non-planned trade made by Michael George Rosenbaum. Non-planned trade are trades that were not made as part of a 10b5-1 trading plan. The stock performance is charted as cumulative percent change in share price. For example, if an insider trade was made on January 1, 2019, the chart will show the daily percent change of the security to the present day. If the share price were to go from $10 to $15 during this time, the cumulative percent change in share price would be 50%. A change in price from $10 to $20 would be 100%, and a change in price of $10 to $5 would be -50%.

Ultimately, we are trying to determine how closely the insider’s trades correlate to excess returns (positive or negative) in the share price in order to see if the insider is timing their trades to profit from insider information. Consider the situation where an insider was doing this. In this situation, we would expect either (a) positive returns after purchases, or (b) negative returns after sales. In the case of (a), the PURCHASE chart would show a series of upwardly sloping curves, indicating positive returns after each purchase transaction. In the case of (b), the SALE chart would show a series of downward sloping curves, indicating negative returns after each sale transaction.

However, this alone is not enough to draw conclusions. If, for example, the share price of the company was in a non-cyclical climb over many years, then we would expect all the post-purchase plots to be upwardly sloping. Likewise, non-cyclical declines over many years would result in downward sloping post-trade plots. Neither of these charts would suggest insider trading activity.

The strongest indicator would be a situation where the share price was extremely cyclical, and there were both positive signals in the PURCHASE chart and negative plots on the SALE chart. This situation would be highly suggestive of an insider that was timing trades to their financial advantage.

Insider Trading History

This table shows the complete list of insider trades made by Michael George Rosenbaum as disclosed to the Securities Exchange Commission (SEC).

File Date Tran Date Form Ticker Security Code 10b5-1 Shares Remaining Shares Percent
Change
Share
Price
Tran
Value
Remaining
Value
2025-09-09 2025-09-08 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 221,868 -0.63 261.28 -365,792 57,969,671
2025-09-02 2025-09-02 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 223,268 -0.62 214.30 -300,020 47,846,332
2025-08-25 2025-08-25 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 224,668 -0.62 214.70 -300,580 48,236,220
2025-08-18 2025-08-18 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 226,068 -0.62 211.61 -296,254 47,838,249
2025-08-11 2025-08-11 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 227,468 -0.61 212.44 -297,416 48,323,302
2025-08-04 2025-08-04 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 228,868 -0.61 225.04 -315,056 51,504,455
2025-07-28 2025-07-28 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 230,268 -0.60 223.75 -313,250 51,522,465
2025-07-21 2025-07-21 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 231,668 -0.60 222.31 -311,234 51,502,113
2025-07-15 2025-07-14 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 233,068 -0.60 220.65 -308,910 51,426,454
2025-07-07 2025-07-07 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 234,468 -0.59 230.70 -322,980 54,091,768
2025-06-30 2025-06-30 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 235,868 -0.59 236.89 -331,646 55,874,771
2025-06-23 2025-06-23 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 237,268 -0.59 238.12 -333,368 56,498,256
2025-06-18 2025-06-17 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale -5,925 238,668 -2.42 248.94 -1,474,958 59,413,535
2025-06-18 2025-06-16 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 244,593 -0.57 254.53 -356,342 62,256,256
2025-06-09 2025-06-09 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 245,993 -0.57 256.50 -359,100 63,097,204
2025-06-03 2025-06-02 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 247,393 -0.56 215.35 -301,490 53,276,083
2025-05-27 2025-05-27 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 248,793 -0.56 212.02 -296,828 52,749,092
2025-05-20 2025-05-19 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 250,193 -0.56 215.25 -301,350 53,854,043
2025-05-14 2025-05-12 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 251,593 -0.55 216.51 -303,114 54,472,400
2025-05-07 2025-05-05 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 252,993 -0.55 208.36 -291,704 52,713,621
2025-04-30 2025-04-28 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 254,393 -0.55 198.22 -277,508 50,425,780
2025-04-23 2025-04-21 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 255,793 -0.54 189.44 -265,216 48,457,426
2025-04-14 2025-04-14 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 257,193 -0.54 194.90 -272,860 50,126,916
2025-04-07 2025-04-07 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 258,593 -0.54 167.82 -234,948 43,397,077
2025-03-31 2025-03-31 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 259,993 -0.54 184.41 -258,174 47,945,309
2025-03-25 2025-03-24 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 261,393 -0.53 195.15 -273,210 51,010,844
2025-03-19 2025-03-18 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale -4,937 262,793 -1.84 189.41 -935,134 49,776,516
2025-03-19 2025-03-17 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 267,730 -0.52 185.03 -259,042 49,538,082
2025-03-10 2025-03-10 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 269,130 -0.52 170.04 -238,056 45,762,865
2025-03-03 2025-03-03 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 270,530 -0.51 203.13 -284,382 54,952,759
2025-02-25 2025-02-24 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 271,930 -0.51 203.65 -285,110 55,378,544
2025-02-20 2025-02-18 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 273,330 -0.51 212.42 -297,388 58,060,759
2025-02-10 2025-02-10 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 274,730 -0.51 214.68 -300,552 58,979,036
2025-02-04 2025-02-03 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 276,130 -0.50 208.42 -291,788 57,551,015
2025-01-28 2025-01-27 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 277,530 -0.50 201.90 -282,660 56,033,307
2025-01-21 2025-01-21 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 278,930 -0.50 179.91 -251,874 50,182,296
2025-01-15 2025-01-15 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale X -1,400 280,330 -0.50 174.78 -244,692 48,996,077
2024-12-18 2024-12-17 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale -5,932 281,730 -2.06 171.06 -1,014,724 48,192,537
2024-09-18 2024-09-17 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale -23,379 287,662 -7.52 172.16 -4,024,919 49,523,775
2024-09-17 2024-09-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 10,107 311,041 3.36
2024-09-17 2024-09-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 24,608 300,934 8.91
2024-09-13 2024-09-11 4 GWRE Guidewire Software, Inc.
Common Stock
A - Award 36,533 276,326 15.24
2024-06-18 2024-06-18 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale -5,582 239,793 -2.27 134.54 -750,988 32,261,151
2024-03-21 2024-03-19 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale -4,420 245,375 -1.77 111.75 -493,916 27,419,601
2023-12-19 2023-12-19 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale -5,239 249,795 -2.05 103.79 -543,740 25,925,449
2023-09-20 2023-09-19 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale -26,423 255,034 -9.39 91.77 -2,424,884 23,404,904
2023-09-15 2023-09-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 10,106 281,457 3.72
2023-09-15 2023-09-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 21,465 271,351 8.59
2023-09-15 2023-09-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 7,165 249,886 2.95
2023-09-15 2023-09-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 2,555 242,721 1.06
2023-09-15 2023-09-13 4 GWRE Guidewire Software, Inc.
Common Stock
A - Award 52,150 240,166 27.74
2023-06-20 2023-06-20 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale -7,584 188,016 -3.88 71.13 -539,450 13,373,578
2023-06-15 2023-06-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 2,555 195,600 1.32
2023-03-21 2023-03-17 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale -5,265 193,045 -2.65 77.17 -406,297 14,897,167
2023-03-15 2023-03-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 2,555 198,310 1.31
2022-12-19 2022-12-19 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale -7,960 195,755 -3.91 61.40 -488,755 12,019,631
2022-12-19 2022-12-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 2,555 203,715 1.27
2022-09-19 2022-09-19 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale -27,786 201,160 -12.14 62.82 -1,745,503 12,636,771
2022-09-19 2022-09-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 2,555 228,946 1.13
2022-09-19 2022-09-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 5,290 226,391 2.39
2022-09-19 2022-09-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 28,894 221,101 15.03
2022-09-19 2022-09-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 7,165 192,207 3.87
2022-09-19 2022-09-15 4 GWRE Guidewire Software, Inc.
Common Stock
A - Award 59,568 185,042 47.47
2022-06-17 2022-06-17 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale -5,636 125,474 -4.30 72.18 -406,810 9,056,789
2022-06-17 2022-06-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 2,555 131,110 1.99
2022-03-18 2022-03-17 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale -3,806 81,899 -4.44 87.92 -334,611 7,200,282
2022-03-15 2022-03-15 4 GWRE Guidewire Software, Inc.
Performance Shares
M - Exercise -2,555 15,330 -14.29
2022-03-15 2022-03-15 4 GWRE Guidewire Software, Inc.
Restricted Stock Unit
M - Exercise -1,902 19,020 -9.09
2022-03-15 2022-03-15 4 GWRE Guidewire Software, Inc.
Restricted Stock Unit
M - Exercise -4,606 27,636 -14.29
2022-03-15 2022-03-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 2,555 85,705 3.07
2022-03-15 2022-03-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 1,902 83,150 2.34
2022-03-15 2022-03-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 4,606 81,248 6.01
2021-12-17 2021-12-17 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale -5,561 76,642 -6.76 112.98 -628,286 8,659,067
2021-12-17 2021-12-15 4 GWRE Guidewire Software, Inc.
Performance Shares
M - Exercise -2,556 17,885 -12.50
2021-12-17 2021-12-15 4 GWRE Guidewire Software, Inc.
Restricted Stock Unit
M - Exercise -1,902 20,922 -8.33
2021-12-17 2021-12-15 4 GWRE Guidewire Software, Inc.
Restricted Stock Unit
M - Exercise -4,606 32,242 -12.50
2021-12-17 2021-12-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 2,556 82,203 3.21
2021-12-17 2021-12-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 1,902 79,647 2.45
2021-12-17 2021-12-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 4,606 77,745 6.30
2021-09-21 2021-09-17 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale -7,207 73,139 -8.97 118.51 -854,075 8,667,432
2021-09-17 2021-09-15 4 GWRE Guidewire Software, Inc.
Performance Shares
A - Award 35,238 35,238
2021-09-17 2021-09-15 4 GWRE Guidewire Software, Inc.
Restricted Stock Unit
M - Exercise -4,606 36,848 -11.11
2021-09-17 2021-09-15 4 GWRE Guidewire Software, Inc.
Restricted Stock Unit
M - Exercise -1,902 22,824 -7.69
2021-09-17 2021-09-15 4 GWRE Guidewire Software, Inc.
Performance Shares
M - Exercise -5,289 25,796 -17.01
2021-09-17 2021-09-15 4 GWRE Guidewire Software, Inc.
Performance Shares
M - Exercise -2,556 20,441 -11.11
2021-09-17 2021-09-15 4 GWRE Guidewire Software, Inc.
Common Stock
A - Award 35,238 65,993 114.58
2021-09-17 2021-09-15 4/A GWRE Guidewire Software, Inc.
Performance Shares
A - Award 35,238 35,238
2021-09-17 2021-09-15 4/A GWRE Guidewire Software, Inc.
Restricted Stock Unit
M - Exercise -4,606 36,848 -11.11
2021-09-17 2021-09-15 4/A GWRE Guidewire Software, Inc.
Restricted Stock Unit
M - Exercise -1,902 22,824 -7.69
2021-09-17 2021-09-15 4/A GWRE Guidewire Software, Inc.
Performance Shares
M - Exercise -5,289 25,796 -17.01
2021-09-17 2021-09-15 4/A GWRE Guidewire Software, Inc.
Performance Shares
M - Exercise -2,556 20,441 -11.11
2021-09-17 2021-09-15 4/A GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 14,353 80,346 21.75
2021-09-17 2021-09-15 4/A GWRE Guidewire Software, Inc.
Common Stock
A - Award 35,238 65,993 114.58
2021-06-21 2021-06-17 4 GWRE Guidewire Software, Inc.
Common Stock
F - Taxes -4,509 30,755 -12.79 112.24 -506,094 3,451,966
2021-06-17 2021-06-15 4 GWRE Guidewire Software, Inc.
Restricted Stock Unit
M - Exercise -1,902 24,726 -7.14
2021-06-17 2021-06-15 4 GWRE Guidewire Software, Inc.
Restricted Stock Unit
M - Exercise -4,606 41,454 -10.00
2021-06-17 2021-06-15 4 GWRE Guidewire Software, Inc.
Performance Shares
M - Exercise -2,556 75,459 -3.28
2021-06-17 2021-06-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 9,064 35,264 34.60
2021-03-17 2021-03-16 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale -3,116 26,200 -10.63 106.43 -331,640 2,788,497
2021-03-17 2021-03-15 4 GWRE Guidewire Software, Inc.
Restricted Stock Unit
M - Exercise -1,902 26,628 -6.67
2021-03-17 2021-03-15 4 GWRE Guidewire Software, Inc.
Restricted Stock Unit
M - Exercise -4,606 46,060 -9.09
2021-03-17 2021-03-15 4 GWRE Guidewire Software, Inc.
Performance Shares
M - Exercise -2,556 78,015 -3.17
2021-03-17 2021-03-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 9,064 29,316 44.76
2020-12-17 2020-12-17 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale -4,577 20,252 -18.43 125.10 -572,596 2,533,586
2020-12-17 2020-12-15 4 GWRE Guidewire Software, Inc.
Restricted Stock Unit
M - Exercise -1,901 23,924 -7.36
2020-12-17 2020-12-15 4 GWRE Guidewire Software, Inc.
Restricted Stock Unit
M - Exercise -4,606 25,825 -15.14
2020-12-17 2020-12-15 4 GWRE Guidewire Software, Inc.
Performance Shares
M - Exercise -2,556 80,571 -3.07
2020-12-17 2020-12-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 9,063 24,829 57.48
2020-09-17 2020-09-17 4 GWRE Guidewire Software, Inc.
Common Stock
S - Sale -12,880 15,766 -44.96 105.29 -1,356,164 1,660,037
2020-09-17 2020-09-15 4 GWRE Guidewire Software, Inc.
Restricted Stock Unit
M - Exercise -18,424 55,272 -25.00
2020-09-17 2020-09-15 4 GWRE Guidewire Software, Inc.
Performance Shares
M - Exercise -10,222 83,127 -10.95
2020-09-17 2020-09-15 4 GWRE Guidewire Software, Inc.
Common Stock
M - Exercise 28,646 28,646
2020-09-11 2020-09-10 4 GWRE Guidewire Software, Inc.
Performance Shares
A - Award 30,431 30,431
2020-09-11 2020-09-10 4 GWRE Guidewire Software, Inc.
Restricted Stock Unit
A - Award 30,431 30,431
2020-08-14 2019-09-06 4/A GWRE Guidewire Software, Inc.
Restricted Stock Units
A - Award 73,696 73,696
2020-08-14 2019-09-06 4/A GWRE Guidewire Software, Inc.
Performance Stock Units
A - Award 37,340 93,349 66.67
2020-08-14 2019-09-06 4/A GWRE Guidewire Software, Inc.
Performance Stock Units
A - Award 56,009 56,009
2019-09-10 2019-09-06 4 GWRE Guidewire Software, Inc.
Restricted Stock Unit
A - Award 73,696 73,696
2019-09-10 2019-09-06 4 GWRE Guidewire Software, Inc.
Performance Shares
A - Award 37,340 93,349 66.67
2019-09-10 2019-09-06 4 GWRE Guidewire Software, Inc.
Performance Shares
A - Award 56,009 56,009
P
Open market or private purchase of non-derivative or derivative security
S
Open market or private sale of non-derivative or derivative security
A
Grant, award, or other acquisition of securities from the company (such as an option)
C
Conversion of derivative
D
Sale or transfer of securities back to the company
F
Payment of exercise price or tax liability using portion of securities received from the company
G
Gift of securities by or to the insider
K
Equity swaps and similar hedging transactions
M
Exercise or conversion of derivative security received from the company (such as an option)
V
A transaction voluntarily reported on Form 4
J
Other (accompanied by a footnote describing the transaction)