Insider Trading activities at Enstar Group Ltd (ESGR)

Insider trading activities (stock purchases, sales, and option exercises) reported by insiders of Enstar Group Ltd (ESGR) since 2007 are shown in Table 1 and Table 2. Table 1 shows the monthly insider trading data of Enstar Group Ltd. Table 2 shows the detailed insider transactions. This company's CIK number is 1363829.

Total stock buying since 2007: $62,592,400.
Total stock sales since 2007: $870,028,783.
Total stock option exercises since 2007: $65,656,741.

Table 1. Yearly summary of insider stock purchases, sales, and option exercises at *Enstar Group Ltd* (*ESGR*).
	Insider Buying		Insider Sales		Option Exercises
Year	Shares	Value	Shares	Value	Shares	Value
2025	0	$0	16,025	$5,321,435	209,490	$0
2024	0	$0	100	$32,343	0	$0
2023	45,000	$10,223,100	836,735	$190,091,682	20,000	$2,955,000
2022	0	$0	89,790	$19,999,824	0	$0
2021	2,000	$447,760	0	$0	0	$0
2020	5,000	$509,160	0	$0	0	$0
2019	47,095	$7,935,380	0	$0	0	$0
2018	0	$0	200	$42,600	0	$0
2017	2,700	$513,555	791	$155,827	433,333	$61,143,286
2016	0	$0	1,085,222	$165,702,939	0	$0
2015	0	$0	1,526,211	$213,613,465	0	$0
2014	0	$0	160,681	$20,877,738	0	$0
2013	2,000	$272,302	649,077	$87,158,599	0	$0
2012	2,500	$263,112	696,750	$60,534,645	0	$0
2011	136,324	$11,747,114	0	$0	8,496	$0
2010	67,000	$4,679,820	86,208	$6,002,413	62,786	$908,455
2009	15,062	$813,542	347,065	$21,078,316	50,000	$650,000
2008	288,514	$25,187,555	3,000	$291,957	0	$0
2007	0	$0	750,000	$79,125,000	0	$0

Table 2. Monthly summary of insider trading at *Enstar Group Ltd* (*ESGR*).
Trading Period	Insider Buying		Insider Sales		Option Exercises
year-month	Shares	Value	Shares	Value	Shares	Value
2025-05	0	$0	507	$169,337	0	$0
2025-03	0	$0	15,518	$5,152,098	0	$0
2025-01	0	$0	0	$0	209,490	$0
2024-12	0	$0	100	$32,343	0	$0
2023-12	0	$0	0	$0	20,000	$2,955,000
2023-11	45,000	$10,223,100	836,735	$190,091,682	0	$0
2022-05	0	$0	89,790	$19,999,824	0	$0
2021-09	2,000	$447,760	0	$0	0	$0
2020-05	4,000	$494,000	0	$0	0	$0
2020-03	1,000	$15,160	0	$0	0	$0
2019-05	6,000	$1,001,400	0	$0	0	$0
2019-03	41,095	$6,933,980	0	$0	0	$0
2018-08	0	$0	200	$42,600	0	$0
2017-08	0	$0	0	$0	183,333	$25,868,286
2017-06	0	$0	791	$155,827	0	$0
2017-05	2,700	$513,555	0	$0	0	$0
2017-03	0	$0	0	$0	250,000	$35,275,000
2016-09	0	$0	343,487	$54,442,689	0	$0
2016-03	0	$0	741,735	$111,260,250	0	$0
2015-06	0	$0	1,501,211	$210,169,540	0	$0
2015-03	0	$0	25,000	$3,443,925	0	$0
2014-03	0	$0	5,044	$656,146	0	$0
2014-02	0	$0	49,567	$6,159,070	0	$0
2014-01	0	$0	106,070	$14,062,522	0	$0

Table 3. Detailed insider trading at *Enstar Group Ltd* (*ESGR*)
Trade Date	Insider Name	Trade Type	Shares	Price ($)	Value ($)
2025-05-06	Gerhardt Hans-peter (Director)	Sale	407	334.00	135,938
2025-05-06	Becker Bernard F. (Director)	Sale	100	333.99	33,399
2025-03-18	Patel Hiteshkumar R. (Director)	Sale	484	332.17	160,770
2025-03-14	Gerhardt Hans-peter (Director)	Sale	4,934	332.01	1,638,137
2025-03-13	Gerhardt Hans-peter (Director)	Sale	10,000	332.00	3,320,000
2025-03-13	Becker Bernard F. (Director)	Sale	100	331.91	33,191
2025-01-21	Silvester Dominic Francis Michael (Chief Executive Officer)	Option Ex	209,490	.00	0
2024-12-19	Becker Bernard F. (Director)	Sale	100	323.44	32,343
2023-12-08	Gregory Orla (President)	Option Ex	20,000	147.75	2,955,000
2023-11-07	Winslow Poul Albaek (Director)	Sale	741,735	227.18	168,509,582
2023-11-07	Trident V, L.p.	Sale	95,000	227.18	21,582,100
2023-11-07	Silvester Dominic Francis Michael (Chief Executive Officer)	Buy	45,000	227.18	10,223,100
2022-05-10	Trident V, L.p. (Director)	Sale	89,790	222.74	19,999,824
2021-09-03	Campbell Robert J	Buy	2,000	223.88	447,760
2020-05-14	Gerhardt Hans-peter	Buy	4,000	123.50	494,000
2020-03-18	Becker Bernard F.	Buy	1,000	15.16	15,160
2019-05-28	Gerhardt Hans-peter	Buy	6,000	166.90	1,001,400
2019-03-12	Gregory Orla (Chief Operating Officer)	Buy	5,820	171.25	996,675
2019-03-12	Silvester Dominic Francis Michael (Chief Executive Officer)	Buy	27,512	168.97	4,648,702
2019-03-11	Silvester Dominic Francis Michael (Chief Executive Officer)	Buy	263	164.88	43,363
2019-03-08	Bowker Guy Thomas Anthony (Chief Financial Officer)	Buy	1,500	160.52	240,780
2019-03-06	O'shea Paul James (President)	Buy	6,000	167.41	1,004,460
2018-08-24	Campbell Robert J	Sale	200	213.00	42,600
2017-08-13	O'shea Paul James (President)	Option Ex	183,333	141.10	25,868,286
2017-06-16	Brockman Paul Michael James (President and CEO, Enstar (US))	Sale	791	197.00	155,827
2017-05-26	Smith Mark William Reid (Chief Financial Officer)	Buy	1,700	190.41	323,705
2017-05-25	Smith Mark William Reid (Chief Financial Officer)	Buy	1,000	189.85	189,850
2017-03-13	Silvester Dominic Francis Michael (Chief Executive Officer)	Option Ex	250,000	141.10	35,275,000
2016-09-01	Rajpal Sumit	Sale	343,487	158.50	54,442,689
2016-03-04	Silvester Dominic Francis Michael (Chief Executive Officer)	Sale	741,735	150.00	111,260,250
2015-06-03	Macaulay William E	Sale	1,501,211	140.00	210,169,540
2015-03-09	Harris Richard John (Chief Financial Officer)	Sale	25,000	137.76	3,443,925
2014-03-07	Packer Nicholas Andrew (Executive Vice President)	Sale	2,965	130.14	385,868
2014-03-06	Packer Nicholas Andrew (Executive Vice President)	Sale	2,079	130.00	270,278
2014-02-14	O'shea Paul James (Executive Vice President)	Sale	3,530	124.21	438,457
2014-02-13	O'shea Paul James (Executive Vice President)	Sale	13,981	124.05	1,734,287
2014-02-12	O'shea Paul James (Executive Vice President)	Sale	3,900	124.77	486,610
2014-02-11	O'shea Paul James (Executive Vice President)	Sale	27,800	124.30	3,455,540
2014-02-05	O'shea Paul James (Executive Vice President)	Sale	100	124.24	12,424
2014-02-04	O'shea Paul James (Executive Vice President)	Sale	256	124.03	31,752
2014-01-31	O'shea Paul James (Executive Vice President)	Sale	3,463	124.03	429,529
2014-01-30	O'shea Paul James (Executive Vice President)	Sale	7,770	124.15	964,622
2014-01-29	O'shea Paul James (Executive Vice President)	Sale	3,553	125.15	444,650
2014-01-28	O'shea Paul James (Executive Vice President)	Sale	4,400	127.54	561,176
2014-01-27	Packer Nicholas Andrew (Executive Vice President)	Sale	1,056	130.63	137,944
2014-01-27	O'shea Paul James (Executive Vice President)	Sale	4,026	129.52	521,435
2014-01-24	Packer Nicholas Andrew (Executive Vice President)	Sale	1,866	130.81	244,093
2014-01-24	O'shea Paul James (Executive Vice President)	Sale	1,900	131.23	249,344
2014-01-23	Packer Nicholas Andrew (Executive Vice President)	Sale	4,200	132.24	555,391
2014-01-23	O'shea Paul James (Executive Vice President)	Sale	4,400	132.41	582,590
2014-01-22	Packer Nicholas Andrew (Executive Vice President)	Sale	2,000	133.80	267,608
2014-01-22	O'shea Paul James (Executive Vice President)	Sale	1,800	133.82	240,881
2014-01-21	Packer Nicholas Andrew (Executive Vice President)	Sale	2,221	133.08	295,572
2014-01-21	O'shea Paul James (Executive Vice President)	Sale	2,218	133.29	295,641
2014-01-17	Packer Nicholas Andrew (Executive Vice President)	Sale	2,400	133.28	319,869
2014-01-17	O'shea Paul James (Executive Vice President)	Sale	2,400	133.22	319,716
2014-01-16	Packer Nicholas Andrew (Executive Vice President)	Sale	1,400	134.12	187,775
2014-01-16	O'shea Paul James (Executive Vice President)	Sale	1,200	134.05	160,862
2014-01-15	Packer Nicholas Andrew (Executive Vice President)	Sale	2,946	134.93	397,515
2014-01-15	O'shea Paul James (Executive Vice President)	Sale	1,100	134.81	148,286
2014-01-14	Packer Nicholas Andrew (Executive Vice President)	Sale	2,752	134.89	371,217
2014-01-14	O'shea Paul James (Executive Vice President)	Sale	1,203	134.78	162,141
2014-01-13	Packer Nicholas Andrew (Executive Vice President)	Sale	3,684	134.08	493,939
2014-01-13	O'shea Paul James (Executive Vice President)	Sale	3,400	134.11	455,980
2014-01-10	Packer Nicholas Andrew (Executive Vice President)	Sale	3,927	134.27	527,290
2014-01-10	O'shea Paul James (Executive Vice President)	Sale	2,767	134.25	371,455
2014-01-09	Packer Nicholas Andrew (Executive Vice President)	Sale	4,300	134.48	578,264
2014-01-09	O'shea Paul James (Executive Vice President)	Sale	3,233	134.34	434,314
2014-01-08	Packer Nicholas Andrew (Executive Vice President)	Sale	2,473	134.40	332,376
2014-01-08	O'shea Paul James (Executive Vice President)	Sale	2,800	135.09	378,263
2014-01-07	Packer Nicholas Andrew (Executive Vice President)	Sale	1,700	135.98	231,162
2014-01-07	O'shea Paul James (Executive Vice President)	Sale	1,800	135.99	244,773
2014-01-06	Packer Nicholas Andrew (Executive Vice President)	Sale	2,400	136.43	327,424
2014-01-06	O'shea Paul James (Executive Vice President)	Sale	2,412	136.49	329,204
2014-01-03	Packer Nicholas Andrew (Executive Vice President)	Sale	2,000	138.05	276,094
2014-01-03	O'shea Paul James (Executive Vice President)	Sale	2,000	138.02	276,040
2014-01-02	Packer Nicholas Andrew (Executive Vice President)	Sale	3,500	137.37	480,781
2014-01-02	O'shea Paul James (Executive Vice President)	Sale	3,400	137.44	467,306
2013-12-31	Packer Nicholas Andrew (Executive Vice President)	Sale	1,600	137.61	220,174
2013-12-31	O'shea Paul James (Executive Vice President)	Sale	1,700	137.60	233,913
2013-12-30	Packer Nicholas Andrew (Executive Vice President)	Sale	1,700	137.58	233,889
2013-12-30	O'shea Paul James (Executive Vice President)	Sale	1,688	138.41	233,627
2013-12-20	Silvester Dominic Francis Michael (Chief Executive Officer)	Sale	321,429	140.00	45,000,060
2013-10-28	O'shea Paul James (Executive Vice President)	Sale	2,828	136.38	385,671
2013-10-25	O'shea Paul James (Executive Vice President)	Sale	5,694	137.98	785,669
2013-10-24	O'shea Paul James (Executive Vice President)	Sale	7,901	139.48	1,102,055
2013-10-23	O'shea Paul James (Executive Vice President)	Sale	5,955	139.73	832,115
2013-10-22	O'shea Paul James (Executive Vice President)	Sale	6,656	139.66	929,576
2013-10-21	O'shea Paul James (Executive Vice President)	Sale	23,153	138.73	3,212,038
2013-10-18	O'shea Paul James (Executive Vice President)	Sale	17,457	140.68	2,455,763
2013-09-20	Harris Richard John (Chief Financial Officer)	Sale	3,839	138.30	530,937
2013-09-19	Harris Richard John (Chief Financial Officer)	Sale	9,477	139.88	1,325,642
2013-08-15	Lestrange Kenneth J (Director)	Buy	2,000	136.15	272,302
2013-04-25	O'shea Paul James (Executive Vice President)	Sale	9,595	125.03	1,199,710
2013-04-24	Packer Nicholas Andrew (Executive Vice President)	Sale	67,249	124.84	8,395,432
2013-04-24	O'shea Paul James (Executive Vice President)	Sale	86,155	124.82	10,754,039
2013-04-23	Packer Nicholas Andrew (Executive Vice President)	Sale	19,614	124.89	2,449,670
2013-04-23	O'shea Paul James (Executive Vice President)	Sale	29,113	124.52	3,625,005
2013-04-22	Packer Nicholas Andrew (Executive Vice President)	Sale	13,137	123.83	1,626,807
2013-04-22	O'shea Paul James (Executive Vice President)	Sale	13,137	123.83	1,626,807
2012-12-17	Campbell Robert J (Director)	Buy	2,500	105.25	263,112
2012-11-28	Harris Richard John (Chief Financial Officer)	Sale	18,000	101.27	1,822,770
2012-04-28	Flowers J. Christopher (10% Owner)	Sale	678,750	86.50	58,711,875
2011-12-22	Rajpal Sumit (Director)	Buy	134,184	86.00	11,539,824
2011-12-19	Campbell Robert J (Director)	Buy	1,500	98.94	148,410
2011-09-09	Akre Charles T Jr (Director)	Buy	640	92.00	58,880
2011-05-24	Flowers J. Christopher (10% Owner)	Option Ex	8,496	.00	0
2010-11-09	Armstrong Whit (Director)	Option Ex	14,711	19.27	283,480
2010-10-01	Akre Charles T Jr (Director)	Buy	65,000	70.00	4,550,000
2010-10-01	Packer Nicholas Andrew (Executive Vice President)	Sale	32,500	70.00	2,275,000
2010-10-01	O'shea Paul James (Executive Vice President)	Sale	32,500	70.00	2,275,000
2010-05-12	Campbell Robert J (Director)	Buy	2,000	64.91	129,820
2010-03-11	Akre Charles T Jr (Director)	Sale	2,102	67.93	142,788
2010-03-10	Akre Charles T Jr (Director)	Sale	9,106	68.54	624,125
2010-03-09	Akre Charles T Jr (Director)	Sale	10,000	68.55	685,500
2010-02-25	Oros John J (Executive Chairman)	Option Ex	48,075	13.00	624,975
2009-08-20	Campbell Robert J (Director)	Buy	5,000	62.11	310,550
2009-08-12	Packer Nicholas Andrew (Executive Vice President)	Sale	7,300	61.29	447,409
2009-08-11	Packer Nicholas Andrew (Executive Vice President)	Sale	800	60.01	48,010
2009-08-10	Packer Nicholas Andrew (Executive Vice President)	Sale	100	60.00	6,000
2009-08-07	Packer Nicholas Andrew (Executive Vice President)	Sale	1,300	60.76	78,991
2009-08-06	Packer Nicholas Andrew (Executive Vice President)	Sale	769	60.06	46,185
2009-08-05	Packer Nicholas Andrew (Executive Vice President)	Sale	3,400	60.67	206,267
2009-08-04	Packer Nicholas Andrew (Executive Vice President)	Sale	4,200	60.98	256,124
2009-08-03	Packer Nicholas Andrew (Executive Vice President)	Sale	129	60.00	7,740
2009-07-31	Packer Nicholas Andrew (Executive Vice President)	Sale	1,614	60.72	98,000
2009-07-30	Packer Nicholas Andrew (Executive Vice President)	Sale	3,829	60.32	230,953
2009-07-29	Packer Nicholas Andrew (Executive Vice President)	Sale	7,200	60.07	432,475
2009-07-28	Packer Nicholas Andrew (Executive Vice President)	Sale	14,771	61.15	903,202
2009-07-27	Packer Nicholas Andrew (Executive Vice President)	Sale	2,300	61.63	141,744
2009-07-24	Packer Nicholas Andrew (Executive Vice President)	Sale	800	62.51	50,006
2009-07-23	Packer Nicholas Andrew (Executive Vice President)	Sale	25,530	61.48	1,569,686
2009-07-22	Packer Nicholas Andrew (Executive Vice President)	Sale	4,644	60.01	278,667
2009-07-21	Packer Nicholas Andrew (Executive Vice President)	Sale	1,600	60.18	96,284
2009-07-20	Packer Nicholas Andrew (Executive Vice President)	Sale	5,059	60.16	304,344
2009-07-17	Packer Nicholas Andrew (Executive Vice President)	Sale	3,578	60.00	214,680
2009-07-16	Packer Nicholas Andrew (Executive Vice President)	Sale	13,259	60.12	797,117
2009-07-15	Packer Nicholas Andrew (Executive Vice President)	Sale	6,890	60.02	413,565
2009-07-01	Packer Nicholas Andrew (Executive Vice President)	Sale	10,928	60.77	664,138
2009-06-09	O'shea Paul James (Executive Vice President)	Sale	9,000	60.00	540,000
2009-06-08	O'shea Paul James (Executive Vice President)	Sale	7,284	60.01	437,105
2009-06-05	O'shea Paul James (Executive Vice President)	Sale	1,451	60.04	87,119
2009-06-04	O'shea Paul James (Executive Vice President)	Sale	52,065	60.11	3,129,908
2009-06-03	O'shea Paul James (Executive Vice President)	Sale	5,200	60.89	316,622
2009-06-02	O'shea Paul James (Executive Vice President)	Sale	21,610	60.00	1,296,600
2009-05-27	O'shea Paul James (Executive Vice President)	Sale	3,390	60.02	203,467
2009-05-21	Silvester Dominic Francis Michael (Chief Executive Officer)	Sale	100,000	61.46	6,146,000
2009-03-18	Collins Paul J (Director)	Buy	7,200	49.24	354,528
2009-03-17	Collins Paul J (Director)	Buy	62	51.00	3,162
2009-03-16	Collins Paul J (Director)	Buy	2,500	52.11	130,272
2009-03-13	Collins Paul J (Director)	Buy	300	50.10	15,030
2009-03-04	Oros John J (Executive Chairman)	Option Ex	50,000	13.00	650,000
2008-12-05	Davis T Wayne (Director)	Buy	700	42.94	30,055
2008-12-01	Davis T Wayne (Director)	Buy	200	43.88	8,776
2008-11-20	Davis T Wayne (Director)	Buy	900	50.35	45,318
2008-11-18	Davis T Wayne (Director)	Buy	100	58.50	5,850
2008-11-05	Marsh & Mclennan Employees Securities Co Lp (10% Owner)	Sale	1,000	75.90	75,903
2008-08-27	Davis T Wayne (Director)	Buy	900	108.42	97,581
2008-06-26	Flowers Christopher J (Director)	Buy	285,714	87.50	24,999,975
2008-04-01	Davis T Wayne (Director)	Sale	2,000	108.03	216,054
2007-05-23	Marsh & Mclennan Employees Securities Co Lp (10% Owner)	Sale	750,000	105.50	79,125,000

Insider trading activities including stock purchases, stock sales, and option exercises of ESGR listed in the above tables cannot be completely guaranteed as to their accuracy. For more insider trading information of Enstar Group Ltd (symbol ESGR, CIK number 1363829) see the Securities and Exchange Commission (SEC) website.

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