United States Software & IT Services

Twilio Inc (TWLO)

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Over the past 90 days, Twilio Inc. insiders have executed 44 transactions, all of which were sales totaling approximately $683.2 million. Key executives, including CEO Khozema Shipchandler and CFO Aidan Viggiano, have been active sellers, primarily through planned divestments. These transactions occurred amid a 4.2% decline in the stock price over the same period.
Ticker: TWLO 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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Proposed sale 10 Aug 2026
Value US$3,050,919.74 | Price 295.93 | Shares 29,506
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
2026-08-10 2026-08-10 PrS Proposed sale
1.3
ROTTENBERG ERIKA

Director

Non-Executive Director
29,506
295.93
US$3,050,920 		29,506 295.93 US$3,050,920
2026-07-08 2026-07-06 PlS Planned sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
17,103 -38.9%
200.87
US$1,016,193 		17,103 -38.9% 200.87 US$1,016,193
2026-07-08 2026-07-06 PlS Planned sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
82,040 -44.5%
339.74
US$1,327,931 		82,040 -44.5% 339.74 US$1,327,931
2026-07-08 2026-07-06 PlS Planned sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
4,434 -2.1%
211.26
US$936,724 		4,434 -2.1% 211.26 US$936,724
2026-07-08 2026-07-06 PlS Planned sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
2,300 -1.1%
210.08
US$483,178 		2,300 -1.1% 210.08 US$483,178
2026-07-08 2026-07-06 PlS Planned sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
1,000 -0.5%
208.48
US$208,484 		1,000 -0.5% 208.48 US$208,484
2026-07-08 2026-07-06 PlS Planned sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
2,773 -1.3%
206.99
US$573,970 		2,773 -1.3% 206.99 US$573,970
2026-07-06 2026-07-06 PrS Proposed sale
3.1
Shipchandler Khozema

Officer; Director

Executive Director
14,458
210.43
US$3,042,343 		14,458 210.43 US$3,042,343
2026-07-07 2026-07-02 PlS Planned sale
2.7
Viggiano Aidan

Chief Financial Officer

Officer
8,528 -7.2%
205.43
US$1,751,907 		8,528 -7.2% 205.43 US$1,751,907
2026-07-02 2026-07-02 PrS Proposed sale
2.7
Viggiano Aidan

Officer

Officer
8,528
205.43
US$1,751,907 		8,528 205.43 US$1,751,907
2026-07-02 2026-06-30 S Sale
2.7
Viggiano Aidan

Chief Financial Officer

Officer
240 -0.2%
203.68
US$48,882 		240 -0.2% 203.68 US$48,882
2026-07-02 2026-06-30 S Sale
2.7
Viggiano Aidan

Chief Financial Officer

Officer
2,430 -2.0%
202.97
US$493,209 		2,430 -2.0% 202.97 US$493,209
2026-07-02 2026-06-30 S Sale
2.7
Viggiano Aidan

Chief Financial Officer

Officer
2,779 -2.2%
201.30
US$559,407 		2,779 -2.2% 201.30 US$559,407
2026-07-02 2026-06-30 S Sale
2.7
Viggiano Aidan

Chief Financial Officer

Officer
2,304 -1.8%
200.28
US$461,453 		2,304 -1.8% 200.28 US$461,453
2026-07-02 2026-06-30 S Sale
2.7
Viggiano Aidan

Chief Financial Officer

Officer
1,340 -1.1%
199.27
US$267,026 		1,340 -1.1% 199.27 US$267,026
2026-07-02 2026-06-30 S Sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
74 -0.0%
203.89
US$15,087 		74 -0.0% 203.89 US$15,087
2026-07-02 2026-06-30 S Sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
2,780 -1.2%
203.15
US$564,752 		2,780 -1.2% 203.15 US$564,752
2026-07-02 2026-06-30 S Sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
1,560 -0.7%
202.49
US$315,887 		1,560 -0.7% 202.49 US$315,887
2026-07-02 2026-06-30 S Sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
4,286 -1.9%
201.26
US$862,603 		4,286 -1.9% 201.26 US$862,603
2026-07-02 2026-06-30 S Sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
3,231 -1.4%
200.20
US$646,859 		3,231 -1.4% 200.20 US$646,859
2026-07-02 2026-06-30 S Sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
1,950 -0.8%
199.24
US$388,511 		1,950 -0.8% 199.24 US$388,511
2026-06-30 2026-06-30 PrS Proposed sale
2.7
Viggiano Aidan

Officer

Officer
9,093
201.25
US$1,829,978 		9,093 201.25 US$1,829,978
2026-06-30 2026-06-30 PrS Proposed sale
3.1
Shipchandler Khozema

Officer; Director

Executive Director
13,881
201.26
US$2,793,699 		13,881 201.26 US$2,793,699
2026-06-08 2026-06-04 PlS Planned sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
44,158 -15.8%
235.88
US$10,416,148 		44,158 -15.8% 235.88 US$10,416,148
2026-06-04 2026-06-04 PrS Proposed sale
3.1
Shipchandler Khozema

Officer; Director

Executive Director
44,158
235.88
US$10,416,150 		44,158 235.88 US$10,416,150
2026-06-03 2026-06-01 PlS Planned sale
1.3
ROTTENBERG ERIKA
Non-Executive Director
2,000 -6.1%
199.01
US$398,015 		2,000 -6.1% 199.01 US$398,015
2026-06-01 2026-06-01 PrS Proposed sale
1.3
ROTTENBERG ERIKA

Director

Non-Executive Director
2,000
199.01
US$398,015 		2,000 199.01 US$398,015
2026-05-27 2026-05-27 S Sale
1.8
Stafman Andrew
Non-Executive Director
1,000,000 -61.7%
184.14
US$184,140,000 		1,000,000 -61.7% 184.14 US$184,140,000
2026-05-27 2026-05-27 PrS Proposed sale
Sachem Head Capital Management LP

Affiliate of Director

Non-Executive Director
1,000,000
184.14
US$184,140,000 		1,000,000 184.14 US$184,140,000
2026-05-28 2026-05-26 PlS Planned sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
4,469 -1.9%
188.00
US$840,172 		4,469 -1.9% 188.00 US$840,172
2026-05-28 2026-05-26 PlS Planned sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
8,772 -3.5%
187.19
US$1,642,006 		8,772 -3.5% 187.19 US$1,642,006
2026-05-28 2026-05-26 PlS Planned sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
4,719 -1.9%
186.55
US$880,318 		4,719 -1.9% 186.55 US$880,318
2026-05-28 2026-05-26 PlS Planned sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
4,524 -1.8%
185.15
US$837,620 		4,524 -1.8% 185.15 US$837,620
2026-05-28 2026-05-26 PlS Planned sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
3,986 -1.5%
184.55
US$735,622 		3,986 -1.5% 184.55 US$735,622
2026-05-28 2026-05-26 PlS Planned sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
2,677 -1.0%
182.75
US$489,234 		2,677 -1.0% 182.75 US$489,234
2026-05-28 2026-05-26 PlS Planned sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
2,084 -0.8%
181.96
US$379,206 		2,084 -0.8% 181.96 US$379,206
2026-05-28 2026-05-26 PlS Planned sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
927 -0.3%
180.70
US$167,511 		927 -0.3% 180.70 US$167,511
2026-05-26 2026-05-26 PrS Proposed sale
3.1
Shipchandler Khozema

Officer; Director

Executive Director
32,158
185.70
US$5,971,687 		32,158 185.70 US$5,971,687
2026-05-21 2026-05-19 PlS Planned sale
2.7
Viggiano Aidan

Chief Financial Officer

Officer
1,828 -1.4%
200.00
US$365,600 		1,828 -1.4% 200.00 US$365,600
2026-05-19 2026-05-19 PrS Proposed sale
2.7
Viggiano Aidan

Officer

Officer
1,828
200.00
US$365,600 		1,828 200.00 US$365,600
2026-05-19 2026-05-15 PlS Planned sale
2.7
Viggiano Aidan

Chief Financial Officer

Officer
900 -0.7%
197.80
US$178,016 		900 -0.7% 197.80 US$178,016
2026-05-19 2026-05-15 S Sale
2.7
Viggiano Aidan

Chief Financial Officer

Officer
476 -0.4%
196.76
US$93,660 		476 -0.4% 196.76 US$93,660
2026-05-15 2026-05-15 PrS Proposed sale
2.7
Viggiano Aidan

Officer

Officer
1,376
197.44
US$271,676 		1,376 197.44 US$271,676
2026-05-12 2026-05-12 S Sale
1.8
Stafman Andrew
Non-Executive Director
675,000 -29.4%
193.54
US$130,639,500 		675,000 -29.4% 193.54 US$130,639,500
2026-05-12 2026-05-12 PrS Proposed sale
Sachem Head Capital Management LP

Director, Affiliate of Director

Non-Executive Director
675,000
193.54
US$130,637,745 		675,000 193.54 US$130,637,745
2026-05-06 2026-05-04 PlS Planned sale
1.3
ROTTENBERG ERIKA
Non-Executive Director
1,500 -4.3%
185.32
US$277,974 		1,500 -4.3% 185.32 US$277,974
2026-05-04 2026-05-04 PrS Proposed sale
1.3
ROTTENBERG ERIKA

Director

Non-Executive Director
1,500
185.32
US$277,974 		1,500 185.32 US$277,974
2026-04-23 2026-04-21 PlS Planned sale
1.3
ROTTENBERG ERIKA
Non-Executive Director
215 -0.6%
149.18
US$32,074 		215 -0.6% 149.18 US$32,074
2026-04-23 2026-04-21 PlS Planned sale
1.3
ROTTENBERG ERIKA
Non-Executive Director
1,585 -4.4%
149.00
US$236,165 		1,585 -4.4% 149.00 US$236,165
2026-04-21 2026-04-21 PrS Proposed sale
1.3
ROTTENBERG ERIKA

Director

Non-Executive Director
1,800
149.02
US$268,239 		1,800 149.02 US$268,239
2026-04-08 2026-04-06 PlS Planned sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
2,100 -0.9%
135.02
US$283,543 		2,100 -0.9% 135.02 US$283,543
2026-04-08 2026-04-06 PlS Planned sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
5,500 -2.3%
133.83
US$736,066 		5,500 -2.3% 133.83 US$736,066
2026-04-08 2026-04-06 PlS Planned sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
5,315 -2.1%
133.05
US$707,178 		5,315 -2.1% 133.05 US$707,178
2026-04-08 2026-04-06 PlS Planned sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
2,800 -1.1%
131.93
US$369,406 		2,800 -1.1% 131.93 US$369,406
2026-04-06 2026-04-06 PrS Proposed sale
3.1
Shipchandler Khozema

Officer; Director

Executive Director
15,715
133.39
US$2,096,193 		15,715 133.39 US$2,096,193
2026-04-06 2026-04-02 PlS Planned sale
2.7
Viggiano Aidan

Chief Financial Officer

Officer
5,047 -3.7%
127.93
US$645,682 		5,047 -3.7% 127.93 US$645,682
2026-04-06 2026-04-02 PlS Planned sale
2.7
Viggiano Aidan

Chief Financial Officer

Officer
4,342 -3.1%
127.02
US$551,533 		4,342 -3.1% 127.02 US$551,533
2026-04-02 2026-04-02 PrS Proposed sale
2.7
Viggiano Aidan

Officer

Officer
9,389
127.51
US$1,197,216 		9,389 127.51 US$1,197,216
2026-04-02 2026-03-31 S Sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
100 -0.0%
125.06
US$12,506 		100 -0.0% 125.06 US$12,506
2026-04-02 2026-03-31 S Sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
1,850 -0.7%
123.92
US$229,247 		1,850 -0.7% 123.92 US$229,247
2026-04-02 2026-03-31 S Sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
4,781 -1.9%
122.90
US$587,598 		4,781 -1.9% 122.90 US$587,598
2026-04-02 2026-03-31 S Sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
5,893 -2.2%
122.35
US$720,987 		5,893 -2.2% 122.35 US$720,987
2026-04-02 2026-03-31 S Sale
2.7
Viggiano Aidan

Chief Financial Officer

Officer
100 -0.1%
125.05
US$12,505 		100 -0.1% 125.05 US$12,505
2026-04-02 2026-03-31 S Sale
2.7
Viggiano Aidan

Chief Financial Officer

Officer
501 -0.4%
124.11
US$62,178 		501 -0.4% 124.11 US$62,178
2026-04-02 2026-03-31 S Sale
2.7
Viggiano Aidan

Chief Financial Officer

Officer
1,938 -1.4%
123.30
US$238,958 		1,938 -1.4% 123.30 US$238,958
2026-04-02 2026-03-31 S Sale
2.7
Viggiano Aidan

Chief Financial Officer

Officer
5,692 -3.8%
122.45
US$697,013 		5,692 -3.8% 122.45 US$697,013
2026-03-31 2026-03-31 PrS Proposed sale
2.7
Viggiano Aidan

Officer

Officer
8,231
122.79
US$1,010,653 		8,231 122.79 US$1,010,653
2026-03-31 2026-03-31 PrS Proposed sale
3.1
Shipchandler Khozema

Officer; Director

Executive Director
12,624
122.81
US$1,550,337 		12,624 122.81 US$1,550,337
2026-03-04 2026-03-02 PlS Planned sale
2.7
Viggiano Aidan

Chief Financial Officer

Officer
806 -0.5%
125.00
US$100,750 		806 -0.5% 125.00 US$100,750
2026-03-02 2026-03-02 PrS Proposed sale
2.7
Viggiano Aidan

Officer

Officer
806
125.00
US$100,750 		806 125.00 US$100,750
2026-02-19 2026-02-17 S Sale
2.7
Viggiano Aidan

Chief Financial Officer

Officer
200 -0.2%
111.01
US$22,202 		200 -0.2% 111.01 US$22,202
2026-02-19 2026-02-17 S Sale
2.7
Viggiano Aidan

Chief Financial Officer

Officer
823 -0.7%
110.57
US$91,003 		823 -0.7% 110.57 US$91,003
2026-02-17 2026-02-17 PrS Proposed sale
2.7
Viggiano Aidan

Officer

Officer
1,023
110.66
US$113,205 		1,023 110.66 US$113,205
2026-01-08 2026-01-06 PlS Planned sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
32 -0.0%
134.86
US$4,316 		32 -0.0% 134.86 US$4,316
2026-01-08 2026-01-06 PlS Planned sale
3.1
Shipchandler Khozema

Chief Executive Officer

Executive Director
11,123 -5.4%
134.50
US$1,495,992 		11,123 -5.4% 134.50 US$1,495,992
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