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TWILIO INC. (TWLO) Forms 3, 4 and 5: Stock Options

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TWILIO INC. Forms 3, 4 and 5: Stock Options

Statements of beneficial ownership filed with the SEC by officers, directors and 10% owners: 2 rows in 2026. Transaction codes are the SEC's. Shares and prices are split-adjusted; the as-filed figure is underneath.

  • 2026-06-04: Reporting owner Shipchandler Khozema; Form 4; Security Employee Stock Option (right to buy); Transaction M Exercise or conversion of derivative security exempted pursuant to Rule 16b-3.
  • 2026-05-26: Reporting owner Shipchandler Khozema; Form 4; Security Employee Stock Option (right to buy); Transaction M Exercise or conversion of derivative security exempted pursuant to Rule 16b-3.
  • 2023-06-28: Reporting owner Lawson Jeff; Form 4; Security Employee Stock Option (right to buy); Transaction J Other acquisition or disposition (describe transaction).
  • 2023-06-28: Reporting owner Lawson Jeff; Form 4; Security Employee Stock Option (right to buy); Transaction J Other acquisition or disposition (describe transaction).

TWLO insiders transactions against the stock price

Blue: Split-adjusted close · Orange: Cumulative dividend-reinvested close

$95.09$120.80$153.46$194.96$247.67$314.642025-09-292026-09-29$40.60$63.76$100.12$157.22$246.89$387.692021-09-292026-09-29$22.01$40.53$74.61$137.37$252.92$465.662016-09-292026-09-29$22.01$40.53$74.61$137.37$252.92$465.662016-06-232026-09-29$22.01$40.53$74.61$137.37$252.92$465.662016-06-232026-09-292016-06-28: 14 other transactions at $6.83 filed · Value $27.96M — Smith Karyn, Ng Roy, Lawson Jeff and 2 more2016-10-20: 4 option exercises at $44.14 close — Lawson Jeff, Smith Karyn, Kirkpatrick Lee2016-12-16: 1 option exercise at $29.25 close — Kirkpatrick Lee2017-01-11: 1 option exercise at $27.94 close — Kirkpatrick Lee2017-02-10: 3 award or grants at $31.96 filed · Value $10.16M — Smith Karyn, Lawson Jeff, Kirkpatrick Lee2017-02-21: 2 option exercises at $31.96 close — Kirkpatrick Lee, DALZELL RICHARD L2017-02-28: 1 award or grant at $31.72 filed · Value $28.55M — Hu George2017-03-15: 1 option exercise at $31.30 close — Kirkpatrick Lee2017-04-17: 1 option exercise at $30.80 close — Kirkpatrick Lee2017-05-15: 1 option exercise at $24.30 close — Kirkpatrick Lee2017-06-15: 1 option exercise at $25.85 close — Kirkpatrick Lee2017-06-19: 1 option exercise at $28.37 close — Smith Karyn2017-07-13: 2 option exercises at $29.48 close — Kirkpatrick Lee, DALZELL RICHARD L2017-07-17: 1 option exercise at $30.45 close — Kirkpatrick Lee2017-07-19: 1 option exercise at $31.49 close — Smith Karyn2017-08-15: 2 option exercises at $31.00 close — Kirkpatrick Lee, DALZELL RICHARD L2017-08-21: 2 option exercises at $29.21 close — Smith Karyn2017-09-01: 1 option exercise at $28.96 close — Kirkpatrick Lee2017-09-15: 1 option exercise at $30.88 close — Kirkpatrick Lee2017-09-18: 2 option exercises at $31.14 close — Smith Karyn2017-10-16: 1 option exercise at $31.94 close — Kirkpatrick Lee2017-10-18: 2 option exercises at $31.61 close — Smith Karyn2017-11-15: 1 option exercise at $25.29 close — Kirkpatrick Lee2017-11-20: 2 option exercises at $26.07 close — Smith Karyn2017-12-15: 1 option exercise at $25.38 close — Kirkpatrick Lee2017-12-18: 2 option exercises at $25.40 close — Smith Karyn2018-01-11: 1 option exercise at $26.03 close — Kirkpatrick Lee2018-01-16: 1 option exercise at $25.33 close — Kirkpatrick Lee2018-01-18: 2 option exercises at $25.68 close — Smith Karyn2018-02-14: 2 option exercises at $30.72 close — Kirkpatrick Lee, DALZELL RICHARD L2018-02-20: 3 award or grants at $33.01 close — Smith Karyn, Hu George, Lawson Jeff2018-02-20: 1 option exercise at $33.01 close — Kirkpatrick Lee2018-02-22: 1 option exercise at $32.44 close — Kirkpatrick Lee2018-03-05: 1 option exercise at $38.23 close — Smith Karyn2018-03-15: 1 option exercise at $40.78 close — Kirkpatrick Lee2018-03-20: 2 option exercises at $40.89 close — Smith Karyn2018-04-17: 1 option exercise at $41.17 close — Kirkpatrick Lee2018-04-19: 1 option exercise at $42.11 close — Smith Karyn2018-05-10: 1 award or grant at $54.91 close — Hu George2018-05-18: 2 option exercises at $55.14 close — Smith Karyn, Kirkpatrick Lee2018-06-12: 1 option exercise at $59.97 close — Hu George2018-06-13: 1 option exercise at $59.56 close — Hu George2018-06-14: 1 option exercise at $59.00 close — Hu George2018-06-15: 2 option exercises at $59.95 close — Kirkpatrick Lee, Hu George2018-06-18: 1 option exercise at $61.61 close — Hu George2018-06-19: 2 option exercises at $59.80 close — Smith Karyn, Hu George2018-06-20: 1 option exercise at $59.52 close — Hu George2018-07-12: 1 option exercise at $61.40 close — Hu George2018-07-13: 1 option exercise at $61.14 close — Hu George2018-07-16: 2 option exercises at $61.14 close — Kirkpatrick Lee, Hu George2018-07-17: 1 option exercise at $65.00 close — Hu George2018-07-18: 1 option exercise at $63.96 close — Hu George2018-07-19: 2 option exercises at $62.88 close — Hu George, Smith Karyn2018-07-20: 1 option exercise at $62.66 close — Hu George2018-07-23: 1 option exercise at $63.91 close — Hu George2018-07-24: 1 option exercise at $62.06 close — Hu George2018-07-25: 1 option exercise at $64.14 close — Hu George2018-07-26: 1 option exercise at $64.03 close — Hu George2018-07-27: 1 option exercise at $60.71 close — Hu George2018-08-13: 1 option exercise at $74.17 close — Hu George2018-08-14: 1 option exercise at $76.75 close — Hu George2018-08-15: 1 option exercise at $74.63 close — Hu George2018-08-16: 2 option exercises at $75.70 close — Hu George, Kirkpatrick Lee2018-08-20: 1 option exercise at $78.05 close — Smith Karyn2018-08-31: 1 option exercise at $80.66 close — Hu George2018-09-04: 1 option exercise at $87.11 close — Hu George2018-09-05: 1 option exercise at $81.71 close — Hu George2018-09-06: 1 option exercise at $80.50 close — Hu George2018-09-14: 1 option exercise at $87.28 close — Kirkpatrick Lee2018-09-17: 1 option exercise at $84.41 close — Kirkpatrick Lee2018-09-18: 1 option exercise at $85.38 close — Smith Karyn2018-09-28: 1 option exercise at $86.28 close — Hu George2018-10-01: 1 option exercise at $83.75 close — Hu George2018-10-02: 1 option exercise at $79.57 close — Hu George2018-10-03: 1 option exercise at $80.90 close — Hu George2018-10-15: 1 option exercise at $76.13 close — Kirkpatrick Lee2018-10-18: 1 option exercise at $71.73 close — Smith Karyn2018-11-13: 1 option exercise at $85.10 close — Hu George2018-11-14: 1 option exercise at $83.96 close — Hu George2018-11-15: 1 option exercise at $89.78 close — Hu George2018-11-16: 1 option exercise at $89.17 close — Hu George2018-11-20: 1 option exercise at $75.89 close — Smith Karyn2018-11-30: 1 option exercise at $94.49 close — Hu George2018-12-03: 1 option exercise at $95.62 close — Hu George2018-12-04: 1 option exercise at $89.70 close — Hu George2018-12-06: 1 option exercise at $96.19 close — Hu George2018-12-18: 1 option exercise at $85.29 close — Smith Karyn2018-12-28: 1 option exercise at $86.02 close — Hu George2018-12-31: 1 option exercise at $89.30 close — Hu George2019-01-02: 1 option exercise at $86.97 close — Hu George2019-01-03: 1 option exercise at $81.25 close — Hu George2019-01-18: 2 option exercises at $105.32 close — Smith Karyn2019-01-31: 3 award or grants at $111.32 close — Hu George, Lawson Jeff, Smith Karyn2019-01-31: 1 option exercise at $111.32 close — Hu George2019-02-01: 1 option exercise at $112.88 close — Hu George2019-02-04: 1 option exercise at $113.38 close — Hu George2019-02-05: 1 option exercise at $113.89 close — Hu George2019-02-22: 2 option exercises at $116.55 close — Smith Karyn2019-03-01: 1 award or grant at $123.53 close — Hu George2019-03-20: 3 option exercises at $130.65 close — Smith Karyn2019-04-22: 3 option exercises at $127.96 close — Smith Karyn2019-05-20: 3 option exercises at $137.66 close — Smith Karyn2019-06-20: 3 option exercises at $146.66 close — Smith Karyn2019-07-22: 4 option exercises at $147.46 close — Smith Karyn2019-08-06: 1 award or grant at $125.57 close — Hu George2019-08-15: 1 option exercise at $123.17 close — DALZELL RICHARD L2019-08-20: 4 option exercises at $126.86 close — Smith Karyn2019-09-16: 1 option exercise at $110.65 close — DALZELL RICHARD L2019-09-20: 4 option exercises at $114.22 close — Smith Karyn2019-10-15: 1 option exercise at $115.21 close — DALZELL RICHARD L2019-10-21: 4 option exercises at $105.54 close — Smith Karyn2019-11-18: 1 option exercise at $101.66 close — DALZELL RICHARD L2019-11-20: 4 option exercises at $103.74 close — Smith Karyn2019-12-16: 1 option exercise at $98.85 close — DALZELL RICHARD L2019-12-20: 4 option exercises at $100.26 close — Smith Karyn2020-01-10: 1 option exercise at $115.74 close — Smith Karyn2020-01-15: 1 option exercise at $119.88 close — DALZELL RICHARD L2020-02-18: 1 option exercise at $128.14 close — DALZELL RICHARD L2020-02-22: 5 award or grants at $123.27 close — Chew Chee, Smith Karyn, Lawson Jeff and 2 more2020-03-25: 1 option exercise at $96.83 close — DALZELL RICHARD L2020-04-15: 1 option exercise at $100.82 close — DALZELL RICHARD L2020-05-13: 2 option exercises at $187.42 close — DALZELL RICHARD L, Shipchandler Khozema2020-05-15: 2 option exercises at $189.22 close — Smith Karyn, DALZELL RICHARD L2020-05-20: 1 option exercise at $191.91 close — Shipchandler Khozema2020-05-22: 1 option exercise at $208.62 close — Hu George2020-05-26: 1 option exercise at $196.40 close — Hu George2020-06-01: 1 option exercise at $199.00 close — Hu George2020-06-02: 1 option exercise at $201.67 close — Hu George2020-06-03: 1 option exercise at $200.80 close — Hu George2020-06-04: 1 option exercise at $193.05 close — Hu George2020-06-05: 2 option exercises at $196.71 close — Shipchandler Khozema, Hu George2020-06-08: 1 option exercise at $196.73 close — Hu George2020-06-09: 1 option exercise at $194.27 close — Hu George2020-06-10: 1 option exercise at $203.08 close — Hu George2020-06-11: 1 option exercise at $188.42 close — Hu George2020-06-12: 1 option exercise at $191.89 close — Hu George2020-06-15: 3 option exercises at $203.30 close — Hu George, Smith Karyn, DALZELL RICHARD L2020-06-16: 1 option exercise at $209.69 close — Hu George2020-06-17: 1 option exercise at $211.28 close — Hu George2020-06-18: 1 option exercise at $215.29 close — Hu George2020-06-19: 1 option exercise at $210.29 close — Hu George2020-06-22: 1 option exercise at $216.25 close — Hu George2020-06-23: 1 option exercise at $215.25 close — Hu George2020-06-30: 1 option exercise at $219.42 close — Hu George2020-07-06: 1 option exercise at $235.44 close — Shipchandler Khozema2020-07-15: 2 option exercises at $224.27 close — DALZELL RICHARD L, Smith Karyn2020-08-05: 1 option exercise at $278.11 close — Hu George2020-08-17: 3 option exercises at $247.80 close — DALZELL RICHARD L, Smith Karyn2020-08-20: 1 option exercise at $257.65 close — Shipchandler Khozema2020-08-31: 1 option exercise at $269.76 close — Hu George2020-09-08: 1 option exercise at $226.16 close — Shipchandler Khozema2020-09-15: 2 option exercises at $226.33 close — Smith Karyn2020-09-16: 1 option exercise at $228.74 close — DALZELL RICHARD L2020-09-30: 1 option exercise at $247.09 close — Hu George2020-10-05: 1 option exercise at $283.00 close — Shipchandler Khozema2020-10-15: 3 option exercises at $325.90 close — Smith Karyn, DALZELL RICHARD L2020-11-03: 1 option exercise at $31.72 filed · Value $586.44K — Hu George2020-11-16: 3 option exercises at $278.52 close — DALZELL RICHARD L, Smith Karyn2020-11-20: 1 option exercise at $298.31 close — Shipchandler Khozema2020-11-30: 1 option exercise at $320.09 close — Hu George2020-12-01: 2 option exercises at $313.58 close — Shipchandler Khozema, Hu George2020-12-02: 1 option exercise at $320.34 close — Hu George2020-12-15: 3 option exercises at $345.10 close — Smith Karyn, DALZELL RICHARD L2020-12-31: 1 option exercise at $338.50 close — Hu George2021-01-04: 2 option exercises at $334.59 close — Shipchandler Khozema, Hu George2021-01-05: 1 option exercise at $341.24 close — Hu George2021-01-06: 1 option exercise at $329.01 close — Hu George2021-01-15: 2 option exercises at $388.65 close — Smith Karyn, DALZELL RICHARD L2021-02-08: 1 option exercise at $399.51 close — Hu George2021-02-09: 1 option exercise at $406.57 close — Hu George2021-02-10: 1 option exercise at $433.30 close — Hu George2021-02-11: 1 option exercise at $433.19 close — Hu George2021-02-16: 2 option exercises at $421.26 close — Smith Karyn, DALZELL RICHARD L2021-02-19: 1 option exercise at $425.55 close — Shipchandler Khozema2021-02-25: 4 award or grants at $377.59 close — Hu George, Lawson Jeff, Chew Chee and 1 more2021-03-01: 2 option exercises at $415.78 close — Hu George, Shipchandler Khozema2021-03-02: 1 option exercise at $394.62 close — Hu George2021-03-15: 2 option exercises at $369.58 close — Smith Karyn, DALZELL RICHARD L2021-03-31: 1 option exercise at $340.76 close — Shipchandler Khozema2021-04-01: 1 option exercise at $352.04 close — Shipchandler Khozema2021-04-15: 3 option exercises at $389.89 close — DALZELL RICHARD L, Smith Karyn2021-05-07: 1 option exercise at $307.15 close — Shipchandler Khozema2021-05-14: 1 option exercise at $299.40 close — DALZELL RICHARD L2021-06-01: 1 option exercise at $333.68 close — Shipchandler Khozema2021-06-15: 1 option exercise at $335.50 close — DALZELL RICHARD L2021-06-30: 1 option exercise at $394.16 close — Shipchandler Khozema2021-07-01: 1 option exercise at $387.00 close — Shipchandler Khozema2021-07-15: 1 option exercise at $366.27 close — DALZELL RICHARD L2021-08-04: 1 option exercise at $374.51 close — Shipchandler Khozema2021-08-17: 1 option exercise at $344.56 close — DALZELL RICHARD L2021-09-01: 1 option exercise at $359.31 close — Shipchandler Khozema2021-09-16: 1 option exercise at $345.80 close — DALZELL RICHARD L2021-10-01: 1 option exercise at $324.33 close — Shipchandler Khozema2021-10-14: 1 option exercise at $357.46 close — Shipchandler Khozema2021-10-15: 1 option exercise at $353.31 close — DALZELL RICHARD L2021-11-11: 1 award or grant at $298.00 close — Shipchandler Khozema2021-11-11: 1 option exercise at $298.00 close — Hu George2021-11-16: 1 option exercise at $310.75 close — DALZELL RICHARD L2021-12-01: 6 option exercises at $259.53 close — Smith Karyn, Shipchandler Khozema2021-12-15: 1 option exercise at $261.73 close — DALZELL RICHARD L2021-12-16: 1 option exercise at $260.90 close — DALZELL RICHARD L2022-01-03: 1 option exercise at $262.29 close — Shipchandler Khozema2022-02-01: 1 option exercise at $210.57 close — Shipchandler Khozema2022-06-21: 1 award or grant at $85.17 close — DONIO ELENA A.2023-06-28: 2 other transactions at $63.81 close — Lawson Jeff2026-05-26: 1 option exercise at $189.65 close — Shipchandler Khozema2026-06-04: 1 option exercise at $236.64 close — Shipchandler Khozema

Logarithmic scale. Both lines share the same starting value for the selected range.

Markers: each transaction type positioned at that session's split-adjusted close. Tooltips retain the reported transaction price when available.

Transaction dateReporting ownerFormSecurityTransactionSharesPricePrice that dayFiling
2026-06-04Shipchandler Khozema
Director, Officer (Chief Executive Officer)		4Employee Stock Option (right to buy)
Derivative · Direct		M Exercise or conversion of derivative security exempted pursuant to Rule 16b-3−44,158
0 owned after		$117.94
exercise price		$236.642026-06-08
2026-05-26Shipchandler Khozema
Director, Officer (Chief Executive Officer)		4Employee Stock Option (right to buy)
Derivative · Direct		M Exercise or conversion of derivative security exempted pursuant to Rule 16b-3−32,158
3,260 owned after		$76.63
exercise price		$189.652026-05-28

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