undamentalytics Newsletter

Khosrowshahi Dara: insider trades

Chief executive, Director at 3 companies we cover. 4 open-market purchases and 17 sales not made under a pre-set plan, reported from May 11, 2010 to September 10, 2026.

Would copying Khosrowshahi Dara’s purchases have beaten the S&P 500?

Too few purchases to judge. Only 3 purchases have 12 months of prices after the report; we judge insiders once they have 20. The figures below can swing a long way on a handful of trades. Buying each purchase the day after it was reported, an equal amount each, and holding it 12 months or until they reported a sale would have turned $10,000 on November 21, 2019 into $16,235 by November 2, 2026, +7.3% a year. The copy held shares only 38% of the time, so the fair comparison is the S&P 500 on those same days with Treasury bills otherwise: $12,284, +3.0% a year (the S&P 500 held throughout made $26,946, +15.4% a year). Beta against the index was 0.87. Twelve months after each report, the average purchase was +28.3% against the S&P 500 (median +47.6%), and 67% beat it. Measured from the trade date, the insider’s own timing, the average was +31.9%. After their sales, the shares moved +1.4% against the index over 12 months on average (a negative figure means selling was the right call); 59% 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.

$0$10.0k$20.0k 20192020202120222023202420252026 $26.9k$16.2k$12.3k
Copying Khosrowshahi DaraS&P 500, same days investedS&P 500, held throughout $10,000 copying Khosrowshahi Dara’s open-market purchases from November 21, 2019, before costs and taxes, marked weekly. Each purchase gets the same starting stake, bought at the close of the first trading day after the report and sold 12 months later or the day after a reported sale of that stock; uninvested money earns the Treasury bill rate. “Same days invested” holds the S&P 500 only on the days the copy held shares, Treasury bills otherwise.
Return a year, copying
+7.3%
S&P 500, same days invested
+3.0% (held throughout +15.4%)
Time in shares
38%
Sharpe ratio (S&P 500)
0.29 (0.67)
Biggest drop (S&P 500)
−64% (−34%)
Market sensitivity (beta)
0.87
Purchases copied
4

Trade by trade

Khosrowshahi Dara: trades against the S&P 500 afterwards
MeasuredTrades countedAverage vs S&P 500MedianWent the right wayYearst-statisticp-valueEvidence
Purchases, 3 months after the report 3 +13.6% +20.6% 67% 3 — — Not enough years
Purchases, 6 months after the report 3 +2.7% +19.4% 67% 3 — — Not enough years
Purchases, 12 months after the report 3 +28.3% +47.6% 67% 3 — — Not enough years
Purchases, 12 months after the trade 3 +31.9% +44.9% 67% 3 — — Not enough years
Sales, 3 months after the report 17 −5.4% +0.8% 47% 9 −0.57 0.59 No reliable evidence
Sales, 12 months after the report 17 +1.4% −8.6% 59% 9 0.50 0.63 No reliable evidence
Sales, 12 months after the trade 17 +1.0% −3.5% 65% 9 0.12 0.91 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
Expedia Group EXPE CEO016May 11, 2010May 28, 2020
Uber UBER Chief Executive Officer40November 20, 2019September 10, 2026
Tripadvisor, Inc. TRIP —01February 23, 2012February 23, 2012

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
September 10, 2026September 10, 2026 UBER Purchase $10,005,360 not yetnot yetnot yet
May 9, 2022May 6, 2022 UBER Purchase $5,346,000 +32.9%+57.3%+44.9%
November 16, 2021November 15, 2021 UBER Purchase $8,984,000 −12.7%−20.0%−14.1%
May 28, 2020May 26, 2020 EXPE Sale $8,444,675 +8.0%+82.4%+66.9%
November 20, 2019November 18, 2019 UBER Purchase $6,687,500 +20.6%+47.7%+65.0%
August 2, 2019August 1, 2019 EXPE Sale $13,207,000 +0.9%−55.0%−50.7%
November 24, 2017November 21, 2017 EXPE Sale $18,750,366 −21.9%−11.3%−12.3%
November 14, 2017November 9, 2017 EXPE Sale $1,245,171 −21.3%−8.5%−2.7%
November 7, 2017November 3, 2017 EXPE Sale $8,905,558 −13.5%−3.3%−3.5%
August 3, 2017August 1, 2017 EXPE Sale $13,289,640 −22.9%−28.4%−27.2%
November 4, 2016November 2, 2016 EXPE Sale $12,665,772 −10.9%−28.4%−24.0%
April 22, 2016February 25, 2014 EXPE Sale $2,583,425 +6.4%+11.7%+3.3%
August 7, 2015August 5, 2015 EXPE Sale $7,811,683 +9.7%−11.4%−14.9%
November 10, 2014November 6, 2014 EXPE Sale $8,374,000 +0.9%+46.3%+54.4%
November 7, 2012November 6, 2012 EXPE Sale $1,509,250 +1.9%−26.5%−26.1%
November 5, 2012November 1, 2012 EXPE Sale $5,963,669 +2.8%−26.1%−23.5%
February 23, 2012February 21, 2012 TRIP Sale $1,901,248 +42.4%+29.0%+29.2%
November 30, 2011November 29, 2011 EXPE Sale $1,757,952 −29.1%+31.3%+34.2%
November 9, 2011November 7, 2011 EXPE Sale $1,413,500 −24.2%+29.8%+26.9%
November 12, 2010November 11, 2010 EXPE Sale $684,250 −27.1%+2.1%−2.6%
May 11, 2010May 10, 2010 EXPE Sale $175,500 +6.8%−9.1%−9.6%

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 Khosrowshahi Dara traded and do not suggest the use of non-public information. How every insider compares · the insider trading backtest.