undamentalytics Newsletter

Shipchandler Khozema: insider trades

Chief executive, Chief financial officer, Officer at Twilio Inc. No open-market purchases and 32 sales not made under a pre-set plan, reported from November 19, 2019 to October 2, 2026.

What happened after Shipchandler Khozema’s sales?

After their sales, the shares moved +4.3% against the index over 12 months on average (a negative figure means selling was the right call); 57% trailed it.

With 296 insiders tested, some will look skilled or unskilled by chance alone: when we replaced each insider’s stocks with random companies bought on the same days, about 5.7 cleared the bar ahead and 23.3 behind. One record on its own proves little.

Trade by trade

Shipchandler Khozema: trades against the S&P 500 afterwards
MeasuredTrades countedAverage vs S&P 500MedianWent the right wayYearst-statisticp-valueEvidence
Purchases, 3 months after the report 0 — — — — — — Not enough years
Purchases, 6 months after the report 0 — — — — — — Not enough years
Purchases, 12 months after the report 0 — — — — — — Not enough years
Purchases, 12 months after the trade 0 — — — — — — Not enough years
Sales, 3 months after the report 31 +2.1% −2.7% 52% 8 0.89 0.40 No reliable evidence
Sales, 12 months after the report 28 +4.3% −18.9% 57% 7 0.98 0.37 No reliable evidence
Sales, 12 months after the trade 28 +3.9% −19.9% 57% 7 1.03 0.34 No reliable evidence

“Average vs S&P 500” is the stock’s return including dividends minus the index’s over the same dates, from the close on the first trading day after the report, or from the close on the trade date. Only windows that have finished are counted. For sales, a negative figure means the stock lagged after it was sold, so selling was the right call (green). “Went the right way” is the share of purchases that beat the index, or of sales that trailed it. The t-statistic uses one average per year of reports, because one person’s trades bunch into the same stock and weeks, and needs trades in at least four different years; the p-value comes from the t distribution with that number of years (with four years, a t of 2 has p = 0.14). “Some evidence” means p under 5%, “strong evidence” p under 1% over at least six years.

Companies traded

CompanyTitle on the latest filingPurchasesSalesFirst reportLatest report
Twilio Inc TWLO Chief Executive Officer032November 19, 2019October 2, 2026

Trades and what followed

Moves are against the S&P 500; green means the trade went the insider’s way.

ReportedTradedCompanyTradeValue3 months after report12 months after report12 months after trade
October 2, 2026September 30, 2026 TWLO Sale $4,087,133 not yetnot yetnot yet
July 2, 2026June 30, 2026 TWLO Sale $2,793,694 +38.2%not yetnot yet
April 2, 2026March 31, 2026 TWLO Sale $1,550,351 +47.4%not yetnot yet
January 5, 2026December 31, 2025 TWLO Sale $1,901,946 −5.0%not yetnot yet
October 2, 2025September 30, 2025 TWLO Sale $1,376,166 +29.3%+154.7%+185.1%
April 2, 2025March 31, 2025 TWLO Sale $1,155,942 +19.7%+23.8%+14.8%
January 3, 2025December 31, 2024 TWLO Sale $1,209,865 −11.7%+4.4%+7.3%
October 2, 2024September 30, 2024 TWLO Sale $720,124 +66.0%+43.0%+43.6%
July 3, 2024July 1, 2024 TWLO Sale $632,756 +12.8%+97.9%+95.8%
April 3, 2024April 1, 2024 TWLO Sale $681,007 −13.1%+39.7%+51.2%
January 4, 2024January 2, 2024 TWLO Sale $759,334 −22.4%+31.7%+28.1%
October 4, 2023October 2, 2023 TWLO Sale $585,746 +13.8%−11.9%−20.1%
July 5, 2023June 30, 2023 TWLO Sale $632,883 −6.1%−35.4%−35.6%
April 4, 2023March 31, 2023 TWLO Sale $634,191 −2.7%−25.8%−37.2%
February 24, 2023February 23, 2023 TWLO Sale $1,301,999 −11.8%−35.5%−39.2%
January 4, 2023January 3, 2023 TWLO Sale $78,309 +12.8%+19.7%+11.3%
November 17, 2022November 15, 2022 TWLO Sale $181,573 +32.8%+10.7%−0.5%
October 4, 2022September 30, 2022 TWLO Sale $112,783 −35.2%−41.1%−38.6%
August 16, 2022August 15, 2022 TWLO Sale $298,597 −27.6%−31.1%−35.2%
July 1, 2022June 30, 2022 TWLO Sale $143,143 −19.4%−48.5%−43.1%
May 18, 2022May 16, 2022 TWLO Sale $380,829 −34.2%−52.7%−57.4%
April 1, 2022March 31, 2022 TWLO Sale $269,389 −33.5%−56.8%−53.5%
February 17, 2022February 15, 2022 TWLO Sale $672,777 −24.9%−51.6%−55.2%
November 17, 2021November 15, 2021 TWLO Sale $1,045,475 −38.4%−68.7%−68.8%
August 18, 2021August 16, 2021 TWLO Sale $1,254,210 −18.0%−75.1%−72.5%
May 19, 2021May 17, 2021 TWLO Sale $1,028,806 +1.6%−62.8%−64.0%
February 18, 2021February 16, 2021 TWLO Sale $1,470,856 −32.5%−73.6%−66.9%
November 18, 2020November 16, 2020 TWLO Sale $943,097 +30.1%−36.5%−19.7%
August 19, 2020August 17, 2020 TWLO Sale $824,868 +2.5%−0.7%+5.7%
May 19, 2020May 15, 2020 TWLO Sale $659,308 +16.7%+22.7%+9.6%
February 20, 2020February 18, 2020 TWLO Sale $310,064 +68.4%+213.7%+202.5%
November 19, 2019November 15, 2019 TWLO Sale $1,218,533 +9.4%+167.6%+161.3%

Open-market purchases and sales of at least $10,000 in companies we cover, from SEC Form 4 filings; sales made under a pre-set Rule 10b5-1 plan are not shown. “Not yet” means the window has not finished or the share price was under $5 at entry. These are the shares’ moves after each trade: they say nothing about why Shipchandler Khozema traded and do not suggest the use of non-public information. How every insider compares · the insider trading backtest.