Insider Trading activities at Twilio Inc (TWLO)

Insider trading activities (stock purchases, sales, and option exercises) reported by insiders of Twilio Inc (TWLO) since 2016 are shown in Table 1 and Table 2. Table 1 shows the monthly insider trading data of Twilio Inc. Table 2 shows the detailed insider transactions. This company's CIK number is 1447669.

Total stock buying since 2016: $14,885,781.
Total stock sales since 2016: $912,709,558.
Total stock option exercises since 2016: $46,720,527.

1 2 3 4

Table 1. Yearly summary of insider stock purchases, sales, and option exercises at *Twilio Inc* (*TWLO*).
	Insider Buying		Insider Sales		Option Exercises
Year	Shares	Value	Shares	Value	Shares	Value
2025	0	$0	123,988	$13,677,661	0	$0
2024	0	$0	210,778	$13,567,035	0	$0
2023	162,076	$10,261,195	206,358	$12,754,986	0	$0
2022	0	$0	102,782	$13,496,373	6,430	$492,730
2021	3,400	$1,005,794	660,324	$236,774,961	141,860	$8,856,765
2020	0	$0	1,360,007	$298,294,718	731,038	$26,923,265
2019	8,500	$1,043,672	879,597	$102,954,801	140,282	$4,484,408
2018	0	$0	596,702	$38,421,706	188,000	$5,963,359
2017	110,000	$2,575,120	207,169	$6,149,623	0	$0
2016	0	$0	4,575,588	$176,617,694	0	$0

Table 2. Monthly summary of insider trading at *Twilio Inc* (*TWLO*).
Trading Period	Insider Buying		Insider Sales		Option Exercises
year-month	Shares	Value	Shares	Value	Shares	Value
2025-08	0	$0	1,807	$191,673	0	$0
2025-07	0	$0	21,892	$2,574,510	0	$0
2025-06	0	$0	32,072	$3,973,914	0	$0
2025-05	0	$0	4,080	$467,211	0	$0
2025-04	0	$0	23,280	$2,153,038	0	$0
2025-03	0	$0	19,580	$1,875,679	0	$0
2025-02	0	$0	3,891	$467,301	0	$0
2025-01	0	$0	17,386	$1,974,335	0	$0
2024-12	0	$0	4,629	$509,190	0	$0
2024-11	0	$0	13,015	$1,244,832	0	$0
2024-10	0	$0	27,998	$1,927,590	0	$0
2024-09	0	$0	21,948	$1,431,414	0	$0
2024-08	0	$0	6,472	$394,797	0	$0
2024-07	0	$0	40,558	$2,282,663	0	$0
2024-06	0	$0	51,575	$2,953,610	0	$0
2024-05	0	$0	5,741	$355,724	0	$0
2024-04	0	$0	25,940	$1,606,708	0	$0
2024-02	0	$0	5,018	$305,694	0	$0
2024-01	0	$0	7,884	$554,813	0	$0
2023-11	0	$0	7,339	$462,077	0	$0
2023-10	0	$0	32,177	$1,854,395	0	$0
2023-09	0	$0	8,048	$518,017	0	$0
2023-08	0	$0	17,407	$1,039,718	0	$0
2023-07	0	$0	5,865	$372,667	0	$0

Table 3. Detailed insider trading at *Twilio Inc* (*TWLO*)
Trade Date	Insider Name	Trade Type	Shares	Price ($)	Value ($)
2025-08-15	Viggiano Aidan (Chief Financial Officer)	Sale	1,807	106.07	191,673
2025-07-03	Viggiano Aidan (Chief Financial Officer)	Sale	8,297	117.61	975,793
2025-07-03	Shipchandler Khozema (Chief Executive Officer)	Sale	13,595	117.60	1,598,717
2025-06-30	Viggiano Aidan (Chief Financial Officer)	Sale	7,964	124.33	990,140
2025-06-30	Shipchandler Khozema (Chief Executive Officer)	Sale	20,008	124.53	2,491,656
2025-06-02	Rottenberg Erika (Director)	Sale	4,100	120.03	492,118
2025-05-20	Viggiano Aidan (Chief Financial Officer)	Sale	2,156	115.86	249,794
2025-05-15	Viggiano Aidan (Chief Financial Officer)	Sale	1,924	113.00	217,417
2025-04-03	Viggiano Aidan (Chief Financial Officer)	Sale	8,735	92.49	807,873
2025-04-03	Shipchandler Khozema (Chief Executive Officer)	Sale	14,545	92.48	1,345,165
2025-03-31	Viggiano Aidan (Chief Financial Officer)	Sale	7,524	95.88	721,378
2025-03-31	Shipchandler Khozema (Chief Executive Officer)	Sale	12,056	95.75	1,154,301
2025-02-21	Viggiano Aidan (Chief Financial Officer)	Sale	2,500	117.45	293,625
2025-02-18	Viggiano Aidan (Chief Financial Officer)	Sale	1,391	124.86	173,676
2025-01-06	Viggiano Aidan (Chief Financial Officer)	Sale	6,552	113.55	744,005
2025-01-06	Shipchandler Khozema (Chief Executive Officer)	Sale	10,834	113.56	1,230,330
2024-12-04	Wagner Dana (Chief Legal Officer, Secretary)	Sale	4,629	110.00	509,190
2024-11-15	Viggiano Aidan (Chief Financial Officer)	Sale	1,981	96.72	191,612
2024-11-15	Wagner Dana (Chief Legal Officer, Secretary)	Sale	2,010	96.71	194,393
2024-11-14	Wagner Dana (Chief Legal Officer, Secretary)	Sale	4,512	100.32	452,648
2024-11-06	Wagner Dana (Chief Legal Officer, Secretary)	Sale	4,512	90.02	406,179
2024-10-31	Wagner Dana (Chief Legal Officer, Secretary)	Sale	4,512	80.00	360,973
2024-10-07	Wagner Dana (Chief Legal Officer, Secretary)	Sale	4,512	70.00	315,840
2024-10-03	Viggiano Aidan (Chief Financial Officer)	Sale	6,682	65.54	437,938
2024-10-03	Shipchandler Khozema (Chief Executive Officer)	Sale	11,044	66.19	731,046
2024-10-03	Wagner Dana (Chief Legal Officer, Secretary)	Sale	1,248	65.54	81,793
2024-09-30	Viggiano Aidan (Chief Financial Officer)	Sale	6,701	65.26	437,334
2024-09-30	Shipchandler Khozema (Chief Executive Officer)	Sale	11,073	65.27	722,679
2024-09-30	Wagner Dana (Chief Legal Officer, Secretary)	Sale	4,174	65.02	271,401
2024-08-21	Wagner Dana (Chief Legal Officer, Secretary)	Sale	591	60.87	35,974
2024-08-20	Viggiano Aidan (Chief Financial Officer)	Sale	1,931	61.67	119,090
2024-08-15	Viggiano Aidan (Chief Financial Officer)	Sale	1,961	60.69	119,013
2024-08-15	Wagner Dana (Chief Legal Officer, Secretary)	Sale	1,989	60.69	120,720
2024-07-05	Viggiano Aidan (Chief Financial Officer)	Sale	6,586	56.26	370,528
2024-07-05	Shipchandler Khozema (Chief Executive Officer)	Sale	10,877	56.26	611,940
2024-07-05	Wagner Dana (Chief Legal Officer, Secretary)	Sale	820	56.26	46,133
2024-07-01	Viggiano Aidan (Chief Financial Officer)	Sale	6,797	56.33	382,888
2024-07-01	Shipchandler Khozema (Chief Executive Officer)	Sale	11,241	56.29	632,733
2024-07-01	Wagner Dana (Chief Legal Officer, Secretary)	Sale	4,237	56.28	238,441
2024-06-10	Viggiano Aidan (Chief Financial Officer)	Sale	26,918	57.51	1,548,161
2024-06-07	Shipchandler Khozema (Chief Executive Officer)	Sale	24,657	57.00	1,405,449
2024-05-20	Viggiano Aidan (Chief Financial Officer)	Sale	956	61.69	58,975
2024-05-20	Wagner Dana (Chief Legal Officer, Secretary)	Sale	796	61.69	49,105
2024-05-15	Viggiano Aidan (Chief Financial Officer)	Sale	1,980	62.08	122,918
2024-05-15	Wagner Dana (Chief Legal Officer, Secretary)	Sale	2,009	62.08	124,726
2024-04-04	Viggiano Aidan (Chief Financial Officer)	Sale	3,375	60.79	205,166
2024-04-04	Wagner Dana (Chief Legal Officer, Secretary)	Sale	841	61.57	51,777
2024-04-01	Viggiano Aidan (Chief Financial Officer)	Sale	6,633	62.12	412,075
2024-04-01	Shipchandler Khozema (Chief Executive Officer)	Sale	10,961	62.13	681,061
2024-04-01	Wagner Dana (Chief Legal Officer, Secretary)	Sale	4,130	62.14	256,629
2024-02-21	Viggiano Aidan (Chief Financial Officer)	Sale	1,200	55.71	66,852
2024-02-21	Wagner Dana (Chief Legal Officer, Secretary)	Sale	458	55.71	25,515
2024-02-15	Viggiano Aidan (Chief Financial Officer)	Sale	1,694	63.44	107,467
2024-02-15	Wagner Dana (Chief Legal Officer, Secretary)	Sale	1,666	63.54	105,860
2024-01-05	Viggiano Aidan (Chief Financial Officer)	Sale	3,025	68.47	207,136
2024-01-05	Wagner Dana (Chief Legal Officer, Secretary)	Sale	754	68.05	51,309
2024-01-02	Wagner Dana (Chief Legal Officer, Secretary)	Sale	4,105	72.20	296,368
2023-11-20	Viggiano Aidan (Chief Financial Officer)	Sale	1,121	62.50	70,062
2023-11-20	Wagner Dana (Chief Legal Officer, Secretary)	Sale	402	62.50	25,125
2023-11-20	Donio Elena A. (President, Data & Applications)	Sale	3,869	63.59	246,025
2023-11-15	Wagner Dana (Chief Legal Officer, Secretary)	Sale	1,947	62.08	120,865
2023-10-05	Viggiano Aidan (Chief Financial Officer)	Sale	3,147	55.67	175,193
2023-10-05	Wagner Dana (Chief Legal Officer, Secretary)	Sale	785	55.67	43,700
2023-10-05	Donio Elena A. (President, Data & Applications)	Sale	2,597	55.69	144,632
2023-10-02	Viggiano Aidan (Chief Financial Officer)	Sale	6,337	58.12	368,338
2023-10-02	Shipchandler Khozema (President, Communications)	Sale	10,125	58.13	588,586
2023-10-02	Wagner Dana (Chief Legal Officer, Secretary)	Sale	3,952	58.12	229,710
2023-10-02	Donio Elena A. (President, Data & Applications)	Sale	5,234	58.13	304,236
2023-09-05	Wagner Dana (Chief Legal Officer, Secretary)	Sale	7,555	64.43	486,214
2023-08-18	Viggiano Aidan (Chief Financial Officer)	Sale	1,259	57.50	72,392
2023-08-18	Donio Elena A. (President, Data & Applications)	Sale	3,807	57.50	218,902
2023-08-15	Viggiano Aidan (Chief Financial Officer)	Sale	2,582	60.66	156,621
2023-08-15	Wagner Dana (Chief Legal Officer, Secretary)	Sale	1,999	60.61	121,167
2023-08-15	Donio Elena A. (President, Data & Applications)	Sale	7,760	60.65	470,636
2023-07-06	Viggiano Aidan (Chief Financial Officer)	Sale	3,223	63.55	204,821
2023-07-06	Donio Elena A. (President, Data & Applications)	Sale	2,642	63.53	167,846
2023-06-30	Viggiano Aidan (Chief Financial Officer)	Sale	6,184	64.07	396,208
2023-06-30	Shipchandler Khozema (President, Communications)	Sale	9,878	64.07	632,883
2023-06-30	Wagner Dana (Chief Legal Officer, Secretary)	Sale	3,885	64.09	248,989
2023-06-30	Donio Elena A. (President, Data & Applications)	Sale	5,106	64.08	327,197
2023-06-09	Viggiano Aidan (Chief Financial Officer)	Sale	8,456	63.43	536,364
2023-06-05	Donio Elena A. (President, Data & Applications)	Sale	6,485	67.06	434,916
2023-05-15	Viggiano Aidan (Chief Financial Officer)	Sale	1,172	45.44	53,259
2023-05-15	Wagner Dana (Chief Legal Officer, Secretary)	Sale	1,977	45.49	89,933
2023-05-15	Donio Elena A. (President, Data & Applications)	Sale	7,622	45.82	349,209
2023-03-31	Viggiano Aidan (Chief Financial Officer)	Sale	6,226	63.95	398,152
2023-03-31	Shipchandler Khozema (President, Communications)	Sale	9,943	63.96	635,954
2023-03-31	Wagner Dana (Chief Legal Officer, Secretary)	Sale	3,881	63.97	248,248
2023-03-31	Donio Elena A. (President, Data & Applications)	Sale	5,140	64.00	328,985
2023-02-24	Dubinsky Donna	Buy	3,995	62.72	250,558
2023-02-24	Lawson Jeff (Chief Executive Officer)	Buy	158,081	63.33	10,010,637
2023-02-23	Manor Eyal (Chief Product Officer)	Sale	13,871	63.84	885,510
2023-02-23	Shipchandler Khozema (Chief Operating Officer)	Sale	20,274	64.80	1,313,775
2023-02-23	Wagner Dana (Chief Legal Officer, Secretary)	Sale	8,461	64.83	548,535
2023-02-22	Manor Eyal (Chief Product Officer)	Sale	7,643	65.25	498,743
2023-02-15	Manor Eyal (Chief Product Officer)	Sale	2,714	62.39	169,315
2023-02-15	Wagner Dana (Chief Legal Officer, Secretary)	Sale	1,422	62.38	88,700
2023-02-15	Donio Elena A. (President of Revenue)	Sale	5,182	62.38	323,237
2022-12-15	Manor Eyal (Chief Product Officer)	Sale	414	49.48	20,484
2022-11-15	Manor Eyal (Chief Product Officer)	Sale	3,703	55.76	206,460
2022-11-15	Shipchandler Khozema (Chief Operating Officer)	Sale	3,289	55.77	183,420
2022-11-15	Donio Elena A. (President of Revenue)	Sale	14,510	55.74	808,758
2022-10-17	Manor Eyal (Chief Product Officer)	Sale	397	66.27	26,309
2022-10-05	Shipchandler Khozema (Chief Operating Officer)	Sale	1,652	75.66	124,990
2022-09-15	Manor Eyal (Chief Product Officer)	Sale	397	76.34	30,306
2022-08-15	Manor Eyal (Chief Product Officer)	Sale	3,877	87.10	337,702
2022-08-15	Shipchandler Khozema (Chief Operating Officer)	Sale	3,427	87.22	298,909
2022-08-15	Wagner Dana (Chief Legal Officer, Secretary)	Sale	1,494	87.22	130,305
2022-08-15	Donio Elena A. (President of Revenue)	Sale	5,593	87.49	489,309
2022-07-15	Manor Eyal (Chief Product Officer)	Sale	853	82.69	70,534
2022-07-06	Shipchandler Khozema (Chief Operating Officer)	Sale	1,454	90.21	131,165
2022-06-30	Shipchandler Khozema (Chief Operating Officer)	Sale	1,765	81.67	144,142
2022-06-15	Manor Eyal (Chief Product Officer)	Sale	853	83.25	71,012
2022-05-19	Shipchandler Khozema (Chief Operating Officer)	Sale	3,330	97.61	325,041
2022-05-16	Manor Eyal (Chief Product Officer)	Sale	4,068	106.11	431,675
2022-05-16	Shipchandler Khozema (Chief Operating Officer)	Sale	3,600	106.27	382,586
2022-05-16	Wagner Dana (Chief Legal Officer, Secretary)	Sale	2,387	106.24	253,599
2022-04-05	Shipchandler Khozema (Chief Operating Officer)	Sale	1,614	174.71	281,981
2022-03-31	Shipchandler Khozema (Chief Operating Officer)	Sale	1,604	168.16	269,731
2022-02-22	Shipchandler Khozema (Chief Operating Officer)	Sale	3,550	156.78	556,569
2022-02-15	Manor Eyal (Chief Product Officer)	Sale	3,088	199.54	616,179
2022-02-15	Boroditsky Marc (Chief Revenue Officer)	Sale	2,562	199.09	510,066
2022-02-15	Shipchandler Khozema (Chief Operating Officer)	Sale	3,380	199.71	675,013
2022-02-01	Shipchandler Khozema (Chief Operating Officer)	Sale	3,215	210.00	675,150
2022-02-01	Shipchandler Khozema (Chief Operating Officer)	Option Ex	3,215	76.63	246,365
2022-01-19	Boroditsky Marc (Chief Revenue Officer)	Sale	1,000	208.21	208,210
2022-01-06	Shipchandler Khozema (Chief Operating Officer)	Sale	1,236	232.71	287,629
2022-01-03	Shipchandler Khozema (Chief Operating Officer)	Sale	3,215	264.00	848,760
2022-01-03	Shipchandler Khozema (Chief Operating Officer)	Option Ex	3,215	76.63	246,365
2022-01-03	Lawson Jeff (Chief Executive Officer)	Sale	14,000	264.00	3,696,000
2021-12-31	Shipchandler Khozema (Chief Operating Officer)	Sale	1,180	269.44	317,945
2021-12-20	Boroditsky Marc (Chief Revenue Officer)	Sale	1,000	267.40	267,400
2021-12-16	Dalzell Richard L	Sale	500	270.00	135,000
2021-12-15	Dalzell Richard L	Sale	1,000	255.88	255,875
2021-12-03	Dubinsky Donna	Sale	505	265.80	134,229
2021-12-01	Shipchandler Khozema (Chief Operating Officer)	Sale	3,224	284.61	917,582
2021-12-01	Shipchandler Khozema (Chief Operating Officer)	Option Ex	3,224	76.63	247,055
2021-12-01	Smith Karyn (General Counsel and Secretary)	Sale	39,648	273.26	10,834,172
2021-12-01	Smith Karyn (General Counsel and Secretary)	Option Ex	26,581	60.97	1,620,643
2021-11-22	Shipchandler Khozema (Chief Operating Officer)	Sale	3,504	284.00	995,136
2021-11-18	Smith Karyn (General Counsel and Secretary)	Sale	3,535	290.16	1,025,715
2021-11-16	Dalzell Richard L	Sale	1,500	308.50	462,750
2021-11-15	Shipchandler Khozema (Chief Operating Officer)	Sale	3,427	305.94	1,048,459
2021-11-15	Lawson Jeff (Chief Executive Officer)	Sale	14,000	305.21	4,272,884
2021-11-15	Smith Karyn (General Counsel and Secretary)	Sale	1,043	306.09	319,251
2021-11-11	Hu George (Strategic Advisor)	Option Ex	12,608	31.72	399,925
2021-11-11	Immelt Jeffrey R	Buy	3,400	295.82	1,005,794
2021-10-15	Dalzell Richard L	Sale	1,500	357.22	535,830
2021-10-14	Shipchandler Khozema (Chief Financial Officer)	Sale	4,841	353.00	1,708,873
2021-10-14	Shipchandler Khozema (Chief Financial Officer)	Option Ex	4,841	117.94	570,947

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Insider trading activities including stock purchases, stock sales, and option exercises of TWLO listed in the above tables cannot be completely guaranteed as to their accuracy. For more insider trading information of Twilio Inc (symbol TWLO, CIK number 1447669) see the Securities and Exchange Commission (SEC) website.

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