Insider Trading activities at Tiptree Inc. (TIPT)

Insider trading activities (stock purchases, sales, and option exercises) reported by insiders of Tiptree Inc. (TIPT) since 2014 are shown in Table 1 and Table 2. Table 1 shows the monthly insider trading data of Tiptree Inc.. Table 2 shows the detailed insider transactions. This company's CIK number is 1393726.

Total stock buying since 2014: $21,136,987.
Total stock sales since 2014: $159,139,673.
Total stock option exercises since 2014: $11,258,026.

1 2 3 4 5 6

Table 1. Yearly summary of insider stock purchases, sales, and option exercises at *Tiptree Inc.* (*TIPT*).
	Insider Buying		Insider Sales		Option Exercises
Year	Shares	Value	Shares	Value	Shares	Value
2025	0	$0	16,641	$416,025	193,228	$869,781
2024	2,900	$49,155	18,184	$355,278	516,667	$0
2023	4,500	$66,332	2,816	$54,923	91,641	$555,619
2022	6,682	$81,962	80,979	$903,950	1,419,464	$9,832,626
2021	151,930	$1,219,093	0	$0	233,333	$0
2020	445,839	$2,529,470	61,168	$378,505	0	$0
2019	555,872	$3,527,332	10,308	$63,688	0	$0
2018	8,400	$48,787	18,462	$122,008	0	$0
2017	361,630	$2,449,372	21,620	$139,484	0	$0
2016	522,311	$3,014,463	23,540,332	$152,592,594	0	$0
2015	622,835	$4,319,740	74,378	$560,892	0	$0
2014	491,648	$3,831,281	467,455	$3,552,326	0	$0

Table 2. Monthly summary of insider trading at *Tiptree Inc.* (*TIPT*).
Trading Period	Insider Buying		Insider Sales		Option Exercises
year-month	Shares	Value	Shares	Value	Shares	Value
2025-09	0	$0	0	$0	150,742	$869,781
2025-03	0	$0	16,641	$416,025	0	$0
2025-02	0	$0	0	$0	42,486	$0
2024-10	0	$0	0	$0	516,667	$0
2024-03	2,900	$49,155	0	$0	0	$0
2024-01	0	$0	18,184	$355,278	0	$0
2023-12	0	$0	2,816	$54,923	0	$0
2023-06	1,600	$22,832	0	$0	0	$0
2023-03	2,900	$43,500	0	$0	0	$0
2023-02	0	$0	0	$0	91,641	$555,619
2022-11	0	$0	4,232	$52,509	0	$0
2022-10	0	$0	11,500	$127,925	0	$0
2022-09	0	$0	34,000	$373,550	0	$0
2022-08	1,916	$22,965	0	$0	0	$0
2022-07	0	$0	31,247	$349,966	0	$0
2022-06	400	$4,236	0	$0	1,419,464	$9,832,626
2022-03	4,366	$54,761	0	$0	0	$0
2021-11	0	$0	0	$0	233,333	$0
2021-06	1,930	$19,263	0	$0	0	$0
2021-03	150,000	$1,199,830	0	$0	0	$0
2020-11	20,000	$104,400	0	$0	0	$0
2020-10	56,209	$290,140	0	$0	0	$0
2020-09	56,603	$291,718	0	$0	0	$0
2020-08	72,889	$418,091	0	$0	0	$0

Table 3. Detailed insider trading at *Tiptree Inc.* (*TIPT*)
Trade Date	Insider Name	Trade Type	Shares	Price ($)	Value ($)
2025-09-02	Ilany Jonathan (Chief Executive Officer)	Option Ex	150,742	5.77	869,781
2025-03-25	Rifkind Neil Charles (General Counsel and Secretary)	Sale	16,641	25.00	416,025
2025-02-24	Mckinney Scott T. (Chief Financial Officer)	Option Ex	15,736	.00	0
2025-02-24	Rifkind Neil Charles (General Counsel and Secretary)	Option Ex	26,750	.00	0
2024-10-30	Barnes Michael Gene (Executive Chairman)	Option Ex	200,000	.00	0
2024-10-18	Mckinney Scott T. (Chief Financial Officer)	Option Ex	50,000	.00	0
2024-10-17	Ilany Jonathan (Chief Executive Officer)	Option Ex	200,000	.00	0
2024-10-09	Maultsby Randy (President)	Option Ex	66,667	.00	0
2024-03-05	Ilany Jonathan (Chief Executive Officer)	Buy	2,900	16.95	49,155
2024-01-08	Rifkind Neil Charles (General Counsel and Secretary)	Sale	18,184	19.54	355,278
2023-12-14	Rifkind Neil Charles (General Counsel and Secretary)	Sale	2,816	19.50	54,923
2023-06-07	Ilany Jonathan (Chief Executive Officer)	Buy	1,600	14.27	22,832
2023-03-13	Ilany Jonathan (Chief Executive Officer)	Buy	2,900	15.00	43,500
2023-02-07	Inayatullah Arif	Option Ex	91,641	6.06	555,619
2022-11-11	Bell Sandra (Chief Financial Officer)	Sale	232	12.78	2,964
2022-11-10	Bell Sandra (Chief Financial Officer)	Sale	500	12.52	6,260
2022-11-09	Bell Sandra (Chief Financial Officer)	Sale	500	12.32	6,160
2022-11-08	Bell Sandra (Chief Financial Officer)	Sale	500	12.72	6,360
2022-11-07	Bell Sandra (Chief Financial Officer)	Sale	500	12.59	6,295
2022-11-04	Bell Sandra (Chief Financial Officer)	Sale	500	12.34	6,170
2022-11-03	Bell Sandra (Chief Financial Officer)	Sale	500	11.92	5,960
2022-11-02	Bell Sandra (Chief Financial Officer)	Sale	500	12.43	6,215
2022-11-01	Bell Sandra (Chief Financial Officer)	Sale	500	12.25	6,125
2022-10-31	Bell Sandra (Chief Financial Officer)	Sale	500	11.72	5,860
2022-10-28	Bell Sandra (Chief Financial Officer)	Sale	500	11.68	5,840
2022-10-27	Bell Sandra (Chief Financial Officer)	Sale	500	11.75	5,875
2022-10-26	Bell Sandra (Chief Financial Officer)	Sale	500	11.77	5,885
2022-10-25	Bell Sandra (Chief Financial Officer)	Sale	500	11.62	5,810
2022-10-24	Bell Sandra (Chief Financial Officer)	Sale	500	11.89	5,945
2022-10-21	Bell Sandra (Chief Financial Officer)	Sale	500	11.53	5,765
2022-10-20	Bell Sandra (Chief Financial Officer)	Sale	500	11.36	5,680
2022-10-19	Bell Sandra (Chief Financial Officer)	Sale	500	11.25	5,625
2022-10-18	Bell Sandra (Chief Financial Officer)	Sale	500	11.42	5,710
2022-10-17	Bell Sandra (Chief Financial Officer)	Sale	500	11.06	5,530
2022-10-14	Bell Sandra (Chief Financial Officer)	Sale	500	11.13	5,565
2022-10-13	Bell Sandra (Chief Financial Officer)	Sale	500	10.41	5,205
2022-10-12	Bell Sandra (Chief Financial Officer)	Sale	500	10.51	5,255
2022-10-11	Bell Sandra (Chief Financial Officer)	Sale	500	10.65	5,325
2022-10-10	Bell Sandra (Chief Financial Officer)	Sale	500	10.51	5,255
2022-10-07	Bell Sandra (Chief Financial Officer)	Sale	500	10.66	5,330
2022-10-06	Bell Sandra (Chief Financial Officer)	Sale	500	10.76	5,380
2022-10-05	Bell Sandra (Chief Financial Officer)	Sale	500	11.06	5,530
2022-10-04	Bell Sandra (Chief Financial Officer)	Sale	500	10.80	5,400
2022-10-03	Bell Sandra (Chief Financial Officer)	Sale	1,000	10.77	10,770
2022-09-30	Bell Sandra (Chief Financial Officer)	Sale	1,000	10.66	10,660
2022-09-29	Bell Sandra (Chief Financial Officer)	Sale	500	10.58	5,290
2022-09-28	Bell Sandra (Chief Financial Officer)	Sale	500	10.38	5,190
2022-09-27	Bell Sandra (Chief Financial Officer)	Sale	500	10.16	5,080
2022-09-26	Bell Sandra (Chief Financial Officer)	Sale	1,000	10.30	10,300
2022-09-23	Bell Sandra (Chief Financial Officer)	Sale	1,000	10.32	10,320
2022-09-22	Bell Sandra (Chief Financial Officer)	Sale	1,000	10.59	10,590
2022-09-21	Bell Sandra (Chief Financial Officer)	Sale	1,000	10.79	10,790
2022-09-20	Bell Sandra (Chief Financial Officer)	Sale	1,000	10.85	10,850
2022-09-19	Bell Sandra (Chief Financial Officer)	Sale	1,000	10.62	10,620
2022-09-16	Bell Sandra (Chief Financial Officer)	Sale	1,000	10.91	10,910
2022-09-15	Maultsby Randy (President)	Sale	20,000	11.07	221,400
2022-09-15	Bell Sandra (Chief Financial Officer)	Sale	1,000	11.19	11,190
2022-09-14	Bell Sandra (Chief Financial Officer)	Sale	1,000	11.37	11,370
2022-09-13	Bell Sandra (Chief Financial Officer)	Sale	1,000	11.72	11,720
2022-09-12	Bell Sandra (Chief Financial Officer)	Sale	1,000	11.94	11,940
2022-08-10	Ilany Jonathan (Chief Executive Officer)	Buy	1,916	11.99	22,965
2022-07-25	Maultsby Randy (President)	Sale	31,247	11.20	349,966
2022-06-27	Inayatullah Arif	Option Ex	440,318	6.93	3,050,082
2022-06-01	Ilany Jonathan (Chief Executive Officer)	Buy	400	10.59	4,236
2022-06-01	Barnes Michael Gene (Executive Chairman)	Option Ex	979,146	6.93	6,782,544
2022-03-16	Rifkind Neil Charles (General Counsel and Secretary)	Buy	2,030	12.50	25,375
2022-03-16	Ilany Jonathan (Chief Executive Officer)	Buy	2,336	12.58	29,386
2021-11-22	Maultsby Randy (President)	Option Ex	33,333	.00	0
2021-11-22	Ilany Jonathan (Chief Executive Officer)	Option Ex	100,000	.00	0
2021-11-22	Barnes Michael Gene (Executive Chairman)	Option Ex	100,000	.00	0
2021-06-04	Ilany Jonathan (Chief Executive Officer)	Buy	1,930	9.98	19,263
2021-03-17	Inayatullah Arif	Buy	85,000	8.28	703,375
2021-03-16	Friedman Paul M	Buy	20,000	7.79	155,720
2021-03-16	Inayatullah Arif	Buy	40,000	7.59	303,760
2021-03-16	Ilany Jonathan (Chief Executive Officer)	Buy	5,000	7.39	36,975
2020-11-12	Mielle Dominique	Buy	20,000	5.22	104,400
2020-10-29	Barnes Michael Gene (Executive Chairman)	Buy	1,300	5.02	6,529
2020-10-28	Barnes Michael Gene (Executive Chairman)	Buy	2,466	5.13	12,650
2020-10-27	Barnes Michael Gene (Executive Chairman)	Buy	2,466	5.22	12,870
2020-10-26	Barnes Michael Gene (Executive Chairman)	Buy	2,466	5.22	12,879
2020-10-23	Barnes Michael Gene (Executive Chairman)	Buy	2,477	5.27	13,056
2020-10-22	Barnes Michael Gene (Executive Chairman)	Buy	2,477	5.29	13,113
2020-10-21	Barnes Michael Gene (Executive Chairman)	Buy	2,477	5.34	13,232
2020-10-20	Barnes Michael Gene (Executive Chairman)	Buy	2,477	5.30	13,118
2020-10-19	Barnes Michael Gene (Executive Chairman)	Buy	2,477	5.26	13,036
2020-10-16	Barnes Michael Gene (Executive Chairman)	Buy	3,052	5.25	16,010
2020-10-15	Barnes Michael Gene (Executive Chairman)	Buy	3,052	5.16	15,736
2020-10-14	Barnes Michael Gene (Executive Chairman)	Buy	3,052	5.17	15,781
2020-10-13	Barnes Michael Gene (Executive Chairman)	Buy	3,052	5.19	15,849
2020-10-12	Barnes Michael Gene (Executive Chairman)	Buy	3,052	5.22	15,919
2020-10-09	Barnes Michael Gene (Executive Chairman)	Buy	2,852	5.22	14,876
2020-10-08	Barnes Michael Gene (Executive Chairman)	Buy	2,852	5.20	14,816
2020-10-07	Barnes Michael Gene (Executive Chairman)	Buy	2,852	5.09	14,508
2020-10-06	Barnes Michael Gene (Executive Chairman)	Buy	2,852	5.05	14,396
2020-10-05	Barnes Michael Gene (Executive Chairman)	Buy	2,852	4.98	14,211
2020-10-02	Barnes Michael Gene (Executive Chairman)	Buy	2,803	4.92	13,776
2020-10-01	Barnes Michael Gene (Executive Chairman)	Buy	2,803	4.92	13,779
2020-09-30	Barnes Michael Gene (Executive Chairman)	Buy	2,803	4.98	13,950
2020-09-29	Barnes Michael Gene (Executive Chairman)	Buy	2,803	4.91	13,773
2020-09-28	Barnes Michael Gene (Executive Chairman)	Buy	2,803	5.03	14,107
2020-09-25	Barnes Michael Gene (Executive Chairman)	Buy	2,483	4.84	12,015
2020-09-24	Barnes Michael Gene (Executive Chairman)	Buy	2,483	4.66	11,575
2020-09-23	Barnes Michael Gene (Executive Chairman)	Buy	2,483	4.65	11,538
2020-09-22	Barnes Michael Gene (Executive Chairman)	Buy	2,483	4.66	11,578
2020-09-21	Barnes Michael Gene (Executive Chairman)	Buy	2,483	4.95	12,278
2020-09-18	Barnes Michael Gene (Executive Chairman)	Buy	1,555	5.02	7,810
2020-09-17	Barnes Michael Gene (Executive Chairman)	Buy	1,555	5.01	7,787
2020-09-16	Barnes Michael Gene (Executive Chairman)	Buy	1,555	5.01	7,784
2020-09-15	Barnes Michael Gene (Executive Chairman)	Buy	1,555	5.03	7,818
2020-09-14	Barnes Michael Gene (Executive Chairman)	Buy	1,555	5.06	7,866
2020-09-11	Barnes Michael Gene (Executive Chairman)	Buy	1,269	5.07	6,431
2020-09-10	Barnes Michael Gene (Executive Chairman)	Buy	1,269	5.12	6,497
2020-09-09	Barnes Michael Gene (Executive Chairman)	Buy	1,269	5.16	6,548
2020-09-08	Barnes Michael Gene (Executive Chairman)	Buy	1,269	5.25	6,663
2020-09-04	Barnes Michael Gene (Executive Chairman)	Buy	5,732	5.38	30,866
2020-09-03	Barnes Michael Gene (Executive Chairman)	Buy	5,732	5.47	31,342
2020-09-02	Barnes Michael Gene (Executive Chairman)	Buy	5,732	5.49	31,445
2020-09-01	Barnes Michael Gene (Executive Chairman)	Buy	5,732	5.59	32,047
2020-08-31	Barnes Michael Gene (Executive Chairman)	Buy	5,732	5.72	32,792
2020-08-28	Barnes Michael Gene (Executive Chairman)	Buy	5,855	5.75	33,660
2020-08-27	Barnes Michael Gene (Executive Chairman)	Buy	5,855	5.74	33,613
2020-08-26	Barnes Michael Gene (Executive Chairman)	Buy	5,855	5.62	32,910
2020-08-25	Barnes Michael Gene (Executive Chairman)	Buy	5,855	5.68	33,285
2020-08-24	Barnes Michael Gene (Executive Chairman)	Buy	5,855	5.57	32,624
2020-08-21	Barnes Michael Gene (Executive Chairman)	Buy	4,754	5.71	27,145
2020-08-20	Barnes Michael Gene (Executive Chairman)	Buy	4,754	5.79	27,520
2020-08-19	Barnes Michael Gene (Executive Chairman)	Buy	4,754	5.80	27,558
2020-08-18	Barnes Michael Gene (Executive Chairman)	Buy	4,754	5.80	27,563
2020-08-17	Barnes Michael Gene (Executive Chairman)	Buy	4,754	5.80	27,568
2020-08-14	Barnes Michael Gene (Executive Chairman)	Buy	4,704	5.71	26,836
2020-08-13	Barnes Michael Gene (Executive Chairman)	Buy	4,704	5.79	27,222
2020-08-12	Barnes Michael Gene (Executive Chairman)	Buy	4,704	5.91	27,795
2020-07-07	Barnes Michael Gene (Executive Chairman)	Buy	342	5.83	1,993
2020-06-26	Barnes Michael Gene (Executive Chairman)	Buy	12,000	5.79	69,480
2020-06-25	Barnes Michael Gene (Executive Chairman)	Buy	4,582	5.80	26,566
2020-06-24	Barnes Michael Gene (Executive Chairman)	Buy	19,236	5.76	110,876
2020-06-23	Barnes Michael Gene (Executive Chairman)	Buy	2,436	5.83	14,201
2020-06-22	Barnes Michael Gene (Executive Chairman)	Buy	2,545	5.81	14,788
2020-06-19	Barnes Michael Gene (Executive Chairman)	Buy	20,088	5.82	116,892
2020-06-18	Barnes Michael Gene (Executive Chairman)	Buy	20,088	5.79	116,349
2020-06-11	Barnes Michael Gene (Executive Chairman)	Buy	1,080	5.83	6,296
2020-06-04	Bell Sandra (Chief Financial Officer)	Sale	168	6.21	1,043
2020-06-03	Bell Sandra (Chief Financial Officer)	Sale	200	6.33	1,266
2020-06-02	Bell Sandra (Chief Financial Officer)	Sale	200	6.17	1,234
2020-06-01	Bell Sandra (Chief Financial Officer)	Sale	200	6.12	1,224
2020-05-29	Bell Sandra (Chief Financial Officer)	Sale	200	6.21	1,242
2020-05-28	Bell Sandra (Chief Financial Officer)	Sale	200	6.57	1,314
2020-05-27	Ilany Jonathan (Chief Executive Officer)	Buy	3,930	6.46	25,379
2020-05-27	Bell Sandra (Chief Financial Officer)	Sale	200	6.50	1,300
2020-05-26	Bell Sandra (Chief Financial Officer)	Sale	200	6.25	1,250

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Insider trading activities including stock purchases, stock sales, and option exercises of TIPT listed in the above tables cannot be completely guaranteed as to their accuracy. For more insider trading information of Tiptree Inc. (symbol TIPT, CIK number 1393726) see the Securities and Exchange Commission (SEC) website.

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