The Filings Report

Twilio Inc. insider trading

TWLOfinancial statementsForm 4 filings on EDGAR268 transactions since Nov 1, 2024

From August 4, 2026 to November 1, 2026, 0 insiders at Twilio Inc. bought $0 of stock in the open market, and 4 sold $136M. Officers and directors accounted for $0 of purchases and $136M of sales. The last reported transaction was an open-market sale by Shipchandler Khozema on October 5, 2026.

The answer card and chart use the same period. Change the range above the chart to update both. Form 4 filings through October 7, 2026; awards, option exercises, tax withholding and gifts are excluded from these totals.

Stock price and insider activity

Daily price candles with insider purchases and sales directly beneath them on the same timeline. Bars show individual days; totals sum all days in the selected period.

TWLO daily priceSplit-adjusted prices in US dollars

Bought $0Sold $136MAug 4, 2026 – Nov 1, 2026

Oct 30, 2026O $186.59 · H $206.91 · L $180.00 · C $205.03Bought $0 (0)Sold $0 (0)
$172$208$244$280$3162026-08-04: open $194.24, high $199.99, low $189.33, close $194.052026-08-05: open $191.51, high $198.48, low $187.95, close $193.222026-08-06: open $187.10, high $194.99, low $187.10, close $193.202026-08-07: open $235.25, high $254.50, low $227.02, close $241.282026-08-10: open $244.50, high $255.57, low $242.70, close $250.062026-08-11: open $248.77, high $258.35, low $244.09, close $255.952026-08-12: open $252.63, high $257.99, low $244.37, close $246.622026-08-13: open $247.39, high $254.57, low $245.56, close $249.422026-08-14: open $250.81, high $251.94, low $233.31, close $238.202026-08-17: open $237.73, high $240.00, low $228.18, close $228.612026-08-18: open $230.65, high $239.43, low $229.02, close $232.102026-08-19: open $232.12, high $234.48, low $220.29, close $221.872026-08-20: open $219.85, high $222.87, low $216.55, close $219.892026-08-21: open $219.39, high $225.70, low $215.79, close $225.302026-08-24: open $222.59, high $226.45, low $219.19, close $222.592026-08-25: open $221.85, high $227.91, low $219.68, close $223.972026-08-26: open $220.07, high $228.65, low $219.56, close $228.462026-08-27: open $233.31, high $241.81, low $231.69, close $241.342026-08-28: open $240.81, high $243.98, low $237.29, close $237.782026-08-31: open $234.69, high $239.48, low $232.60, close $235.632026-09-01: open $231.00, high $234.88, low $224.56, close $228.652026-09-02: open $226.09, high $230.93, low $222.93, close $226.752026-09-03: open $230.37, high $241.01, low $229.20, close $240.482026-09-04: open $239.52, high $239.52, low $231.21, close $232.982026-09-08: open $229.03, high $229.03, low $221.86, close $225.892026-09-09: open $226.02, high $231.98, low $225.00, close $227.192026-09-10: open $224.87, high $234.37, low $222.63, close $231.132026-09-11: open $230.32, high $235.32, low $226.63, close $227.352026-09-14: open $229.26, high $233.88, low $225.52, close $231.882026-09-15: open $230.01, high $244.89, low $226.74, close $242.162026-09-16: open $241.88, high $243.95, low $235.20, close $238.882026-09-17: open $237.69, high $247.28, low $236.18, close $246.242026-09-18: open $248.63, high $249.45, low $238.50, close $243.842026-09-21: open $247.12, high $266.48, low $244.14, close $266.062026-09-22: open $271.60, high $286.12, low $270.00, close $284.532026-09-23: open $285.00, high $296.37, low $284.12, close $290.702026-09-24: open $286.50, high $304.75, low $285.00, close $299.662026-09-25: open $286.68, high $298.45, low $273.52, close $275.802026-09-28: open $267.85, high $288.17, low $265.40, close $286.982026-09-29: open $285.73, high $292.69, low $281.98, close $290.782026-09-30: open $291.55, high $298.17, low $289.25, close $292.462026-10-01: open $294.25, high $305.95, low $287.51, close $301.272026-10-02: open $301.47, high $305.66, low $292.06, close $294.582026-10-05: open $294.53, high $305.00, low $287.10, close $300.912026-10-06: open $302.15, high $308.40, low $278.00, close $280.412026-10-07: open $278.36, high $279.04, low $272.05, close $273.002026-10-08: open $273.86, high $280.53, low $273.46, close $275.772026-10-09: open $277.68, high $293.00, low $276.86, close $289.472026-10-12: open $291.95, high $293.66, low $276.00, close $282.662026-10-13: open $280.62, high $289.05, low $278.80, close $281.592026-10-14: open $280.10, high $286.20, low $269.66, close $271.122026-10-15: open $264.20, high $276.26, low $263.00, close $273.402026-10-16: open $276.58, high $278.43, low $236.85, close $244.372026-10-19: open $249.03, high $259.79, low $248.00, close $257.292026-10-20: open $254.06, high $261.00, low $250.46, close $258.692026-10-21: open $261.26, high $271.00, low $260.15, close $266.682026-10-22: open $265.01, high $268.39, low $251.00, close $253.632026-10-23: open $256.00, high $263.70, low $253.11, close $261.792026-10-26: open $262.90, high $264.62, low $257.60, close $263.652026-10-27: open $262.00, high $264.00, low $252.50, close $254.562026-10-28: open $254.45, high $259.90, low $249.83, close $253.772026-10-29: open $243.06, high $247.17, low $232.73, close $241.902026-10-30: open $186.59, high $206.91, low $180.00, close $205.03Insider purchases / sales · USD$200M$0−$200M2026-08-10: 0 purchases ($0), 6 sales ($881K)2026-08-12: 0 purchases ($0), 1 sales ($124M)2026-08-17: 0 purchases ($0), 4 sales ($327K)2026-09-30: 0 purchases ($0), 14 sales ($7M)2026-10-05: 0 purchases ($0), 7 sales ($4M)Aug 4Aug 26Sep 17Oct 9Oct 30

purchases above zero; sales below. Both use the transaction date and the same dollar scale. Hover, tap, or use arrow keys to inspect a date. Awards, exercises, tax withholding and gifts are excluded.

Dates with prices or insider activity are spaced evenly; empty weekends and holidays are omitted. Prices through Oct 30, 2026. Insider data through Nov 1, 2026. Prices are adjusted for splits; transaction values are reported dollars.

Every transaction

268 transactions from November 1, 2024 to November 1, 2026, newest first. Open-market purchases and sales are coloured; awards, exercises, tax withholding and gifts are grey and not counted.

TradedInsiderRoleTransactionSharesPriceValueHeld afterFiled
Oct 5, 2026Shipchandler KhozemaChief Executive Officer, Directoropen-market sale10b5-11,934$288.02$557K191,371Oct 7, 2026
Oct 5, 2026Shipchandler KhozemaChief Executive Officer, Directoropen-market sale10b5-11,900$289.13$549K189,471Oct 7, 2026
Oct 5, 2026Shipchandler KhozemaChief Executive Officer, Directoropen-market sale10b5-15,156$290.24$1M184,315Oct 7, 2026
Oct 5, 2026Shipchandler KhozemaChief Executive Officer, Directoropen-market sale10b5-1501$291.47$146K183,814Oct 7, 2026
Oct 5, 2026Shipchandler KhozemaChief Executive Officer, Directoropen-market sale10b5-1800$292.33$234K183,014Oct 7, 2026
Oct 5, 2026Shipchandler KhozemaChief Executive Officer, Directoropen-market sale10b5-11,600$293.14$469K181,414Oct 7, 2026
Oct 5, 2026Shipchandler KhozemaChief Executive Officer, Directoropen-market sale10b5-12,551$294.53$751K178,863Oct 7, 2026
Sep 30, 2026Viggiano AidanChief Financial Officeropen-market sale100$289.68$29K108,230Oct 2, 2026
Sep 30, 2026Viggiano AidanChief Financial Officeropen-market sale500$291.35$146K107,730Oct 2, 2026
Sep 30, 2026Viggiano AidanChief Financial Officeropen-market sale380$292.17$111K107,350Oct 2, 2026
Sep 30, 2026Viggiano AidanChief Financial Officeropen-market sale750$293.42$220K106,600Oct 2, 2026
Sep 30, 2026Viggiano AidanChief Financial Officeropen-market sale3,504$294.53$1M103,096Oct 2, 2026
Sep 30, 2026Viggiano AidanChief Financial Officeropen-market sale2,740$295.60$810K100,356Oct 2, 2026
Sep 30, 2026Viggiano AidanChief Financial Officeropen-market sale1,110$296.34$329K99,246Oct 2, 2026
Sep 30, 2026Shipchandler KhozemaChief Executive Officer, Directoropen-market sale260$289.98$75K206,943Oct 2, 2026
Sep 30, 2026Shipchandler KhozemaChief Executive Officer, Directoropen-market sale1,060$291.15$309K205,883Oct 2, 2026
Sep 30, 2026Shipchandler KhozemaChief Executive Officer, Directoropen-market sale1,450$292.10$424K204,433Oct 2, 2026
Sep 30, 2026Shipchandler KhozemaChief Executive Officer, Directoropen-market sale2,330$293.44$684K202,103Oct 2, 2026
Sep 30, 2026Shipchandler KhozemaChief Executive Officer, Directoropen-market sale5,168$294.55$2M196,935Oct 2, 2026
Sep 30, 2026Shipchandler KhozemaChief Executive Officer, Directoropen-market sale2,670$295.56$789K194,265Oct 2, 2026
Sep 30, 2026Shipchandler KhozemaChief Executive Officer, Directoropen-market sale960$296.29$284K193,305Oct 2, 2026
Sep 15, 2026Stafman Andrew+4 moreDirectoraward345$0.00—14,236Sep 17, 2026
Sep 15, 2026Suzuki MiyukiDirectoraward341$0.00—18,170Sep 17, 2026
Sep 15, 2026Rottenberg ErikaDirectoraward344$0.00—344Sep 17, 2026
Sep 15, 2026Rottenberg ErikaDirectorgift344$0.00—0Sep 17, 2026
Sep 15, 2026Rottenberg ErikaDirectorgiftindirect344$0.00—28,237Sep 17, 2026
Sep 15, 2026Robinson Douglas A.Directoraward341$0.00—4,228Sep 17, 2026
Sep 15, 2026Patrick Deval LDirectoraward337$0.00—19,055Sep 17, 2026
Sep 15, 2026Immelt Jeffrey RDirectoraward352$0.00—1,463Sep 17, 2026
Sep 15, 2026Epstein JeffDirectoraward465$0.00—40,367Sep 17, 2026
Sep 15, 2026Dubinsky DonnaDirectoraward337$0.00—337Sep 17, 2026
Sep 15, 2026Dubinsky DonnaDirectorgift337$0.00—0Sep 17, 2026
Sep 15, 2026Dubinsky DonnaDirectorgiftindirect337$0.00—22,698Sep 17, 2026
Sep 15, 2026Bell Charles HDirectoraward345$0.00—18,565Sep 17, 2026
Aug 17, 2026Viggiano AidanChief Financial Officeropen-market sale610$233.32$142K109,114Aug 19, 2026
Aug 17, 2026Viggiano AidanChief Financial Officeropen-market sale310$234.30$73K108,804Aug 19, 2026
Aug 17, 2026Viggiano AidanChief Financial Officeropen-market sale304$234.95$71K108,500Aug 19, 2026
Aug 17, 2026Viggiano AidanChief Financial Officeropen-market sale170$238.10$40K108,330Aug 19, 2026
Aug 12, 2026Stafman Andrew+4 moreDirectoropen-market saleindirect500,000$247.08$124M120,000Aug 12, 2026
Aug 10, 2026Rottenberg ErikaDirectoropen-market sale10b5-1indirect487$249.17$121K30,906Aug 12, 2026
Aug 10, 2026Rottenberg ErikaDirectoropen-market sale10b5-1indirect357$250.83$90K30,549Aug 12, 2026
Aug 10, 2026Rottenberg ErikaDirectoropen-market sale10b5-1indirect1,504$251.74$379K29,045Aug 12, 2026
Aug 10, 2026Rottenberg ErikaDirectoropen-market sale10b5-1indirect628$252.55$159K28,417Aug 12, 2026
Aug 10, 2026Rottenberg ErikaDirectoropen-market sale10b5-1indirect190$253.56$48K28,227Aug 12, 2026
Aug 10, 2026Rottenberg ErikaDirectoropen-market sale10b5-1indirect334$254.78$85K27,893Aug 12, 2026
Jul 6, 2026Shipchandler KhozemaChief Executive Officer, Directoropen-market sale10b5-12,773$206.99$574K218,888Jul 8, 2026
Jul 6, 2026Shipchandler KhozemaChief Executive Officer, Directoropen-market sale10b5-11,000$208.48$208K217,888Jul 8, 2026
Jul 6, 2026Shipchandler KhozemaChief Executive Officer, Directoropen-market sale10b5-12,300$210.08$483K215,588Jul 8, 2026
Jul 6, 2026Shipchandler KhozemaChief Executive Officer, Directoropen-market sale10b5-14,434$211.26$937K211,154Jul 8, 2026
Jul 6, 2026Shipchandler KhozemaChief Executive Officer, Directoropen-market sale10b5-12,891$212.36$614K208,263Jul 8, 2026

Who the insiders are

Everyone who reported a transaction since November 1, 2024, by open-market value over twelve months. Shares held are after the insider’s latest directly held transaction.

InsiderRoleLast transactionKindShares heldBought, 12 monthsSold, 12 monthsSales under a plan
Stafman AndrewDirectorSep 15, 2026award14,236—$438M (3)0 of 3
Sachem Head Capital Management LP—Dec 2, 2025open-market sale11,383—$129M (1)0 of 1
Shipchandler KhozemaChief Executive Officer, DirectorOct 5, 2026open-market sale191,371—$38M (47)29 of 47
Viggiano AidanChief Financial OfficerSep 30, 2026open-market sale108,230—$12M (35)7 of 35
Rottenberg ErikaDirectorSep 15, 2026award344—$2M (10)10 of 10
Dubinsky DonnaDirectorSep 15, 2026award337———
Suzuki MiyukiDirectorSep 15, 2026award18,170———
Wagner DanaChief Legal Officer, SecretaryDec 31, 2024open-market sale32,690———
Patrick Deval LDirectorSep 15, 2026award19,055———
Immelt Jeffrey RDirectorSep 15, 2026award1,463———
Epstein JeffDirectorSep 15, 2026award40,367———
Bell Charles HDirectorSep 15, 2026award18,565———
Robinson Douglas A.DirectorSep 15, 2026award4,228———
Ferguson Scott D.—Mar 15, 2026award13,492———
Uncas GP LLC—Dec 15, 2024award10,045———

Questions

Are Twilio Inc. insiders buying or selling?

Over the twelve months to November 1, 2026, 5 insiders at Twilio Inc. sold $619M of stock in the open market ($490M by officers and directors), and no insider bought. Net, insiders sold $619M. Only open-market purchases and sales are counted.

Who sold the most Twilio Inc. stock in the last year?

Stafman Andrew (Director) sold $438M in 3 open-market sales over the twelve months to November 1, 2026.

Do Twilio Inc. executives sell under 10b5-1 plans?

46 of the 96 open-market sales in the last twelve months (48%) were reported as made under a Rule 10b5-1 trading plan, set up in advance. A sale under a plan is still counted as a sale.

What counts as insider buying here?

Only open-market purchases (Form 4 code P) and sales (code S) by officers, directors and 10% owners. Stock awards, option exercises, shares withheld for tax and gifts are listed in the table but never counted as buying or selling.

More on Twilio Inc.

From Form 4, 4/A and 5 filings with the SEC. A record of insider transactions, not a recommendation.