Karyn Smith

CIK 1665730 · View on SEC EDGAR ↗

Insider

First SEC filing: June 22, 2016 · Latest: June 22, 2016

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Insider transactions

0 buys (P) 0 sells (S) Net: $0 + 57 non-open-market transactions below last 12 months, based on the transactions shown below

Price change vs current quote, split-adjusted for corporate actions since the filing — not benchmarked, not annualized, not size-weighted

57 other filings hidden
Date Ticker Code Shares Price Value Owned after Δ own A/D vs now
Nov. 15, 2019 TWLO S 784 $98.94 $77,569 41,534 Direct -1.85% Disposed 128.6% (price as of 2026-08-19)
Nov. 15, 2019 TWLO S 1,169 $98.15 $114,737 42,318 Direct -2.69% Disposed 130.5% (price as of 2026-08-19)
Oct. 21, 2019 TWLO S 10b5-1 36 $107.26 $3,861 2,821 Indirect -1.26% Disposed 110.9% (price as of 2026-08-19)
Oct. 21, 2019 TWLO S 10b5-1 533 $106.46 $56,743 2,857 Indirect -15.72% Disposed 112.5% (price as of 2026-08-19)
Oct. 21, 2019 TWLO S 10b5-1 373 $105.64 $39,404 3,390 Indirect -9.91% Disposed 114.1% (price as of 2026-08-19)
Oct. 21, 2019 TWLO S 10b5-1 551 $107.26 $59,100 43,487 Direct -1.25% Disposed 110.9% (price as of 2026-08-19)
Oct. 21, 2019 TWLO S 10b5-1 9,323 $106.46 $992,527 44,038 Direct -17.47% Disposed 112.5% (price as of 2026-08-19)
Oct. 21, 2019 TWLO S 10b5-1 6,804 $105.64 $718,775 53,361 Direct -11.31% Disposed 114.1% (price as of 2026-08-19)
Oct. 15, 2019 TWLO S 937 $117.00 $109,629 44,429 Direct -2.07% Disposed 93.4% (price as of 2026-08-19)
Sept. 20, 2019 TWLO S 10b5-1 4,615 $114.22 $527,125 52,210 Direct -8.12% Disposed 98.1% (price as of 2026-08-19)
Sept. 20, 2019 TWLO S 10b5-1 1,751 $115.26 $201,820 50,459 Direct -3.35% Disposed 96.3% (price as of 2026-08-19)
Sept. 20, 2019 TWLO S 10b5-1 200 $116.78 $23,356 43,487 Direct -0.46% Disposed 93.7% (price as of 2026-08-19)
Sept. 20, 2019 TWLO S 10b5-1 6,772 $116.02 $785,687 43,687 Direct -13.42% Disposed 95.0% (price as of 2026-08-19)
Sept. 20, 2019 TWLO S 10b5-1 3,403 $112.98 $384,471 56,825 Direct -5.65% Disposed 100.2% (price as of 2026-08-19)
Sept. 20, 2019 TWLO S 10b5-1 2,342 $112.24 $262,866 60,228 Direct -3.74% Disposed 101.6% (price as of 2026-08-19)
Aug. 20, 2019 TWLO S 10b5-1 27 $128.03 $3,457 2,821 Indirect -0.95% Disposed 76.7% (price as of 2026-08-19)
Aug. 20, 2019 TWLO S 10b5-1 830 $127.28 $105,642 2,848 Indirect -22.57% Disposed 77.7% (price as of 2026-08-19)
Aug. 20, 2019 TWLO S 10b5-1 628 $126.28 $79,304 3,678 Indirect -14.58% Disposed 79.1% (price as of 2026-08-19)
Aug. 20, 2019 TWLO S 10b5-1 449 $125.21 $56,219 4,306 Indirect -9.44% Disposed 80.7% (price as of 2026-08-19)
Aug. 20, 2019 TWLO S 10b5-1 273 $128.03 $34,952 43,487 Direct -0.62% Disposed 76.7% (price as of 2026-08-19)
Aug. 20, 2019 TWLO S 10b5-1 8,582 $127.28 $1,092,317 43,760 Direct -16.40% Disposed 77.7% (price as of 2026-08-19)
Aug. 20, 2019 TWLO S 10b5-1 6,411 $126.29 $809,645 52,342 Direct -10.91% Disposed 79.1% (price as of 2026-08-19)
Aug. 20, 2019 TWLO S 10b5-1 4,651 $125.21 $582,352 58,753 Direct -7.34% Disposed 80.7% (price as of 2026-08-19)
Aug. 15, 2019 TWLO S 39 $126.48 $4,933 45,421 Direct -0.09% Disposed 78.9% (price as of 2026-08-19)
Aug. 15, 2019 TWLO S 156 $125.42 $19,566 45,460 Direct -0.34% Disposed 80.4% (price as of 2026-08-19)
Aug. 15, 2019 TWLO S 560 $124.57 $69,759 45,616 Direct -1.21% Disposed 81.6% (price as of 2026-08-19)
Aug. 15, 2019 TWLO S 758 $123.60 $93,689 46,176 Direct -1.62% Disposed 83.0% (price as of 2026-08-19)
Aug. 15, 2019 TWLO S 441 $122.69 $54,106 46,934 Direct -0.93% Disposed 84.4% (price as of 2026-08-19)
July 22, 2019 TWLO S 10b5-1 96 $150.44 $14,442 47,375 Direct -0.20% Disposed 50.4% (price as of 2026-08-19)
July 22, 2019 TWLO S 10b5-1 4 $150.44 $602 2,821 Indirect -0.14% Disposed 50.4% (price as of 2026-08-19)
July 22, 2019 TWLO S 10b5-1 133 $149.58 $19,894 2,825 Indirect -4.50% Disposed 51.2% (price as of 2026-08-19)
July 22, 2019 TWLO S 10b5-1 236 $148.65 $35,081 2,958 Indirect -7.39% Disposed 52.2% (price as of 2026-08-19)
July 22, 2019 TWLO S 10b5-1 515 $147.67 $76,050 3,194 Indirect -13.89% Disposed 53.2% (price as of 2026-08-19)
July 22, 2019 TWLO S 10b5-1 54 $146.77 $7,926 3,709 Indirect -1.44% Disposed 54.1% (price as of 2026-08-19)
July 22, 2019 TWLO S 10b5-1 3,066 $149.58 $458,612 47,471 Direct -6.07% Disposed 51.2% (price as of 2026-08-19)
July 22, 2019 TWLO S 10b5-1 5,308 $148.65 $789,034 50,537 Direct -9.50% Disposed 52.2% (price as of 2026-08-19)
July 22, 2019 TWLO S 10b5-1 11,061 $147.69 $1,633,599 55,845 Direct -16.53% Disposed 53.2% (price as of 2026-08-19)
July 22, 2019 TWLO S 10b5-1 1,246 $146.78 $182,888 66,906 Direct -1.83% Disposed 54.1% (price as of 2026-08-19)
July 15, 2019 TWLO S 937 $142.38 $133,410 48,317 Direct -1.90% Disposed 58.9% (price as of 2026-08-19)
June 20, 2019 TWLO S 10b5-1 700 $149.57 $104,699 47,375 Direct -1.46% Disposed 51.2% (price as of 2026-08-19)
June 20, 2019 TWLO S 10b5-1 2,213 $148.52 $328,675 48,075 Direct -4.40% Disposed 52.3% (price as of 2026-08-19)
June 20, 2019 TWLO S 10b5-1 3,014 $147.65 $445,017 50,288 Direct -5.65% Disposed 53.2% (price as of 2026-08-19)
June 20, 2019 TWLO S 10b5-1 7,510 $146.65 $1,101,342 53,302 Direct -12.35% Disposed 54.3% (price as of 2026-08-19)

Showing latest 100 of 435 transactions

P = Open-market purchase · S = Sale · A = Grant/award · M = Option exercise · G = Gift · F = Tax withholding

Insider transactions are not a recommendation; sales are often driven by liquidity or tax reasons.

Derivative holdings (Form 4 Table II)

Options, RSUs and convertible securities reported on Form 4 Table II.

Date Ticker Security Underlying Exercise price Expiration Shares A/D
Oct. 21, 2019 TWLO Class B Common Stock [F10] Class A Common Stock (14,166) — — 14,166 Disposed
Oct. 21, 2019 TWLO Employee Stock Option (right to buy) Class A Common Stock (1,283) $33.01 Feb. 19, 2028 1,283 Disposed
Oct. 21, 2019 TWLO Employee Stock Option (right to buy) Class A Common Stock (1,229) $31.96 Feb. 9, 2027 1,229 Disposed
Oct. 21, 2019 TWLO Class B Common Stock [F10] Class A Common Stock (1,046) — — 1,046 Acquired
Oct. 21, 2019 TWLO Employee Stock Option (right to buy) Class B Common Stock [F10] (1,046) $10.09 Dec. 30, 2025 1,046 Disposed
Oct. 21, 2019 TWLO Class B Common Stock [F10] Class A Common Stock (13,120) — — 13,120 Acquired
Oct. 21, 2019 TWLO Employee Stock Option (right to buy) Class B Common Stock [F10] (13,120) $4.73 Oct. 28, 2024 13,120 Disposed
Oct. 15, 2019 TWLO Class B Common Stock [F6] Class A Common Stock (1,879) — — 1,879 Disposed
Sept. 20, 2019 TWLO Class B Common Stock [F13] Class A Common Stock (16,571) — — 16,571 Disposed
Sept. 20, 2019 TWLO Class B Common Stock [F13] Class A Common Stock (14,046) — — 14,046 Acquired
Sept. 20, 2019 TWLO Employee Stock Option (right to buy) Class B Common Stock [F13] (14,046) $4.73 Oct. 28, 2024 14,046 Disposed
Sept. 20, 2019 TWLO Class B Common Stock [F13] Class A Common Stock (2,525) — — 2,525 Acquired
Sept. 20, 2019 TWLO Employee Stock Option (right to buy) Class B Common Stock [F13] (2,525) $10.09 Dec. 30, 2025 2,525 Disposed
Sept. 20, 2019 TWLO Employee Stock Option (right to buy) Class A Common Stock (1,229) $31.96 Feb. 9, 2027 1,229 Disposed
Sept. 20, 2019 TWLO Employee Stock Option (right to buy) Class A Common Stock (1,283) $33.01 Feb. 19, 2028 1,283 Disposed
Aug. 20, 2019 TWLO Class B Common Stock [F12] Class A Common Stock (17,405) — — 17,405 Disposed
Aug. 20, 2019 TWLO Class B Common Stock [F12] Class A Common Stock (11,429) — — 11,429 Acquired
Aug. 20, 2019 TWLO Employee Stock Option (right to buy) Class B Common Stock [F12] (11,429) $4.73 Oct. 28, 2024 11,429 Disposed
Aug. 20, 2019 TWLO Class B Common Stock [F12] Class A Common Stock (5,976) — — 5,976 Acquired
Aug. 20, 2019 TWLO Employee Stock Option (right to buy) Class B Common Stock [F12] (5,976) $10.09 Dec. 30, 2025 5,976 Disposed
Aug. 20, 2019 TWLO Employee Stock Option (right to buy) Class A Common Stock (1,283) $33.01 Feb. 19, 2028 1,283 Disposed
Aug. 20, 2019 TWLO Employee Stock Option (right to buy) Class A Common Stock (1,229) $31.96 Feb. 9, 2027 1,229 Disposed
July 22, 2019 TWLO Employee Stock Option (right to buy) Class B Common Stock [F9] (11,923) $4.73 Oct. 28, 2024 11,923 Disposed
July 22, 2019 TWLO Class B Common Stock [F9] Class A Common Stock (11,923) — — 11,923 Acquired
July 22, 2019 TWLO Class B Common Stock [F9] Class A Common Stock (12,265) — — 12,265 Disposed
July 22, 2019 TWLO Employee Stock Option (right to buy) Class A Common Stock (1,283) $33.01 Feb. 19, 2028 1,283 Disposed
July 22, 2019 TWLO Employee Stock Option (right to buy) Class A Common Stock (7,229) $31.96 Feb. 9, 2027 7,229 Disposed
July 22, 2019 TWLO Class B Common Stock [F9] Class A Common Stock (342) — — 342 Acquired
July 22, 2019 TWLO Employee Stock Option (right to buy) Class B Common Stock [F9] (342) $10.09 Dec. 30, 2025 342 Disposed
July 15, 2019 TWLO Class B Common Stock [F6] Class A Common Stock (1,879) — — 1,879 Disposed
June 20, 2019 TWLO Class B Common Stock [F10] Class A Common Stock (12,431) — — 12,431 Disposed
June 20, 2019 TWLO Employee Stock Option (right to buy) Class A Common Stock (1,283) $33.01 Feb. 19, 2028 1,283 Disposed
June 20, 2019 TWLO Employee Stock Option (right to buy) Class A Common Stock (7,949) $31.96 Feb. 9, 2027 7,949 Disposed
June 20, 2019 TWLO Class B Common Stock [F10] Class A Common Stock (12,431) — — 12,431 Acquired
June 20, 2019 TWLO Employee Stock Option (right to buy) Class B Common Stock [F10] (12,431) $4.73 Oct. 28, 2024 12,431 Disposed
May 20, 2019 TWLO Class B Common Stock Class A Common Stock (12,955) — — 12,955 Disposed
May 20, 2019 TWLO Employee Stock Option (right to buy) Class A Common Stock (1,283) $33.01 Feb. 19, 2028 1,283 Disposed
May 20, 2019 TWLO Employee Stock Option (right to buy) Class A Common Stock (8,338) $31.96 Feb. 9, 2027 8,338 Disposed
May 20, 2019 TWLO Class B Common Stock [F10] Class A Common Stock (12,955) — — 12,955 Acquired
May 20, 2019 TWLO Employee Stock Option (right to buy) Class B Common Stock [F10] (12,955) $4.73 Oct. 28, 2024 12,955 Disposed
April 22, 2019 TWLO Class B Common Stock [F12] Class A Common Stock (13,496) — — 13,496 Disposed
April 22, 2019 TWLO Employee Stock Option (right to buy) Class A Common Stock (1,282) $33.01 Feb. 19, 2028 1,282 Disposed
April 22, 2019 TWLO Employee Stock Option (right to buy) Class A Common Stock (8,740) $31.96 Feb. 9, 2027 8,740 Disposed
April 22, 2019 TWLO Class B Common Stock [F12] Class A Common Stock (13,496) — — 13,496 Acquired
April 22, 2019 TWLO Employee Stock Option (right to buy) Class B Common Stock [F12] (13,496) $4.73 Oct. 28, 2024 13,496 Disposed
April 15, 2019 TWLO Class B Common Stock [F6] Class A Common Stock (1,879) — — 1,879 Disposed
March 20, 2019 TWLO Class B Common Stock [F10] Class A Common Stock (14,051) — — 14,051 Disposed
March 20, 2019 TWLO Employee Stock Option (right to buy) Class A Common Stock (5,817) $33.01 Feb. 19, 2028 5,817 Disposed
March 20, 2019 TWLO Employee Stock Option (right to buy) Class A Common Stock (4,619) $31.96 Feb. 9, 2027 4,619 Disposed
March 20, 2019 TWLO Class B Common Stock [F10] Class A Common Stock (14,051) — — 14,051 Acquired
March 20, 2019 TWLO Employee Stock Option (right to buy) Class B Common Stock [F10] (14,051) $4.73 Oct. 28, 2024 14,051 Disposed
Feb. 22, 2019 TWLO Class B Common Stock [F8] Class A Common Stock (14,626) — — 14,626 Disposed
Feb. 22, 2019 TWLO Employee Stock Option (right to buy) Class A Common Stock (10,860) $33.01 Feb. 19, 2028 10,860 Disposed
Feb. 22, 2019 TWLO Class B Common Stock [F8] Class A Common Stock (14,626) — — 14,626 Acquired
Feb. 22, 2019 TWLO Employee Stock Option (right to buy) Class B Common Stock [F8] (14,626) $4.73 Oct. 28, 2024 14,626 Disposed
Jan. 31, 2019 TWLO Employee Stock Option (right to buy) Class A Common Stock (27,060) $111.32 Jan. 30, 2029 27,060 Acquired
Jan. 18, 2019 TWLO Class B Common Stock [F11] Class A Common Stock (2,115) — — 2,115 Disposed
Jan. 18, 2019 TWLO Class B Common Stock [F11] Class A Common Stock (253) — — 253 Acquired
Jan. 18, 2019 TWLO Employee Stock Option (right to buy) Class B Common Stock [F11] (253) $4.73 Oct. 28, 2024 253 Disposed
Jan. 18, 2019 TWLO Class B Common Stock [F11] Class A Common Stock (1,862) — — 1,862 Acquired
Jan. 18, 2019 TWLO Employee Stock Option (right to buy) Class B Common Stock [F11] (1,862) $10.09 Dec. 30, 2025 1,862 Disposed
Jan. 15, 2019 TWLO Class B Common Stock [F6] Class A Common Stock (1,879) — — 1,879 Disposed
Dec. 18, 2018 TWLO Class B Common Stock [F11] Class A Common Stock (3,520) — — 3,520 Disposed
Dec. 18, 2018 TWLO Class B Common Stock [F11] Class A Common Stock (3,520) — — 3,520 Acquired
Dec. 18, 2018 TWLO Employee Stock Option (right to buy) Class B Common Stock [F11] (3,520) $4.73 Oct. 28, 2024 3,520 Disposed
Nov. 20, 2018 TWLO Employee Stock Option (right to buy) Class B Common Stock [F12] (2,538) $10.09 Dec. 30, 2025 2,538 Disposed
Nov. 20, 2018 TWLO Class B Common Stock [F12] Class A Common Stock (2,538) — — 2,538 Acquired
Nov. 20, 2018 TWLO Class B Common Stock [F12] Class A Common Stock (2,538) — — 2,538 Disposed
Oct. 18, 2018 TWLO Class B Common Stock [F10] Class A Common Stock (2,580) — — 2,580 Disposed
Oct. 18, 2018 TWLO Class B Common Stock [F10] Class A Common Stock (2,580) — — 2,580 Acquired
Oct. 18, 2018 TWLO Employee Stock Option (right to buy) Class B Common Stock [F10] (2,580) $10.09 Dec. 30, 2025 2,580 Disposed
Oct. 15, 2018 TWLO Class B Common Stock [F7] Class A Common Stock (1,880) — — 1,880 Disposed
Sept. 18, 2018 TWLO Class B Common Stock [F7] Class A Common Stock (3,520) — — 3,520 Disposed
Sept. 18, 2018 TWLO Class B Common Stock [F7] Class A Common Stock (3,520) — — 3,520 Acquired
Sept. 18, 2018 TWLO Employee Stock Option (right to buy) Class B Common Stock [F7] (3,520) $4.73 Oct. 28, 2024 3,520 Disposed
Aug. 20, 2018 TWLO Class B Common Stock [F9] Class A Common Stock (2,538) — — 2,538 Disposed
Aug. 20, 2018 TWLO Class B Common Stock [F9] Class A Common Stock (2,538) — — 2,538 Acquired
Aug. 20, 2018 TWLO Employee Stock Option (right to buy) Class B Common Stock [F9] (2,538) $10.09 Dec. 30, 2025 2,538 Disposed
July 19, 2018 TWLO Class B Common Stock [F7] Class A Common Stock (831) — — 831 Disposed
July 19, 2018 TWLO Class B Common Stock [F7] Class A Common Stock (831) — — 831 Acquired
July 19, 2018 TWLO Employee Stock Option (right to buy) Class B Common Stock [F7] (831) $10.09 Dec. 30, 2025 831 Disposed
July 16, 2018 TWLO Class B Common Stock [F6] Class A Common Stock (1,879) — — 1,879 Disposed
June 19, 2018 TWLO Class B Common Stock [F9] Class A Common Stock (3,520) — — 3,520 Disposed
June 19, 2018 TWLO Class B Common Stock [F9] Class A Common Stock (3,520) — — 3,520 Acquired
June 19, 2018 TWLO Employee Stock Option (right to buy) Class B Common Stock [F9] (3,520) $4.73 Oct. 28, 2024 3,520 Disposed
May 18, 2018 TWLO Class B Common Stock [F9] Class A Common Stock (2,538) — — 2,538 Disposed
May 18, 2018 TWLO Class B Common Stock [F9] Class A Common Stock (2,538) — — 2,538 Acquired
May 18, 2018 TWLO Employee Stock Option (right to buy) Class B Common Stock [F9] (2,538) $4.73 Oct. 28, 2024 2,538 Disposed
April 19, 2018 TWLO Class B Common Stock [F7] Class A Common Stock (2,580) — — 2,580 Disposed
April 19, 2018 TWLO Class B Common Stock [F7] Class A Common Stock (2,580) — — 2,580 Acquired
April 19, 2018 TWLO Employee Stock Option (right to buy) Class B Common Stock [F7] (2,580) $4.73 Oct. 28, 2024 2,580 Disposed
April 16, 2018 TWLO Class B Common Stock [F6] Class A Common Stock (1,879) — — 1,879 Disposed
March 20, 2018 TWLO Class B Common Stock [F9] Class A Common Stock (2,797) — — 2,797 Disposed
March 20, 2018 TWLO Class B Common Stock [F9] Class A Common Stock (1,735) — — 1,735 Acquired
March 20, 2018 TWLO Employee Stock Option (right to buy) Class B Common Stock [F9] (1,735) $10.09 Dec. 30, 2025 1,735 Disposed
March 20, 2018 TWLO Class B Common Stock [F9] Class A Common Stock (1,062) — — 1,062 Acquired
March 20, 2018 TWLO Employee Stock Option (right to buy) Class B Common Stock [F9] (1,062) $4.73 Oct. 28, 2024 1,062 Disposed
March 5, 2018 TWLO Class B Common Stock [F6] Class A Common Stock (20,000) — — 20,000 Disposed
March 5, 2018 TWLO Class B Common Stock [F6] Class A Common Stock (20,000) — — 20,000 Acquired
March 5, 2018 TWLO Employee Stock Option (right to buy) Class B Common Stock [F6] (20,000) $4.73 Oct. 28, 2024 20,000 Disposed

Showing latest 100 of 168 transactions

Exercise/conversion price is blank when not applicable (e.g. RSUs).

Initial ownership (Form 3) 4 holdings

Securities held when first becoming an insider, per SEC Form 3.

Date Ticker Security Shares Ownership
June 22, 2016 TWLO Common Stock [F1] 21,141 Indirect
June 22, 2016 TWLO Restricted Stock Units [F1,F2] 30,067 Direct
June 22, 2016 TWLO Employee Stock Option (right to buy)→ Common Stock [F1] (218,589) 218,589 Direct
June 22, 2016 TWLO Employee Stock Option (right to buy)→ Common Stock [F1] (60,135) 60,135 Direct

Compensation (DEF 14A)

Matched by name from proxy statements (DEF 14A) — verify against the filing.

TWLO

Fiscal year Salary Bonus Stock awards Option awards Non-equity incentive Pension change Other Total
2020 $508,762 — — — — — $8,314 $3,213,441
2019 $464,000 — $1,386,268 $1,483,494 — — $8,776 $3,342,538
2018 $407,020 — — — — — $4,416 $2,366,190

Figures from the Summary Compensation Table of the company's proxy statement (DEF 14A). Compensation is not a recommendation.