Skip to content
sellModerate cluster of 510b5-1 plan

Michael James Callahan sold $2.3M of DDOG

director at Datadog, Inc.. 12,500 shares at an average of $187.47, traded Nov 6, 2025, filed Nov 10, 2025.

Warning score
55
Value
$2.3M
12,500 shares
Holdings after
12,496
-50% from before
From 52-week low
+119%
low $87.00, close $190.82
From 52-week high
0%
high $190.82, as of Nov 6, 2025

Score components

  • Role
    Director
    +15
  • Trade size
    $2.3M at market
    +25
  • Share of holdings sold
    Sold 50% of holdings
    +20
  • Cluster
    5 insiders selling within 14 days
    +15
  • 10b5-1 plan
    Pre-scheduled under a 10b5-1 plan
    -20

What happened after comparable sells

Same side and tier, against the S&P 500, at 1, 3 and 6 months. Shown to Pro users; the whole table is on the backtest page.

This signal so far: 1m -24.3%, 3m -42.9%, 6m +1.3%.

Price around the trade, and since

From a quarter before the trade to today. The arrow is the trade, the circle the day the filing reached EDGAR, which is the first day anyone outside could act; the dotted line is the S&P 500 rebased to that day's close.

DDOGOct 13, 2026 · close 283.34
Since filing Nov 10, 2025: +41.9%SPY +14.2% · excess +27.7%

Daily candles, adjusted for splits and dividends. Green arrows are insider buys, red are sells, sized by value; the dashed line is the close on the filing day, the dotted line SPY rebased to it.Charts by TradingView Lightweight Charts™

Rows in this filing

Every transaction in Form 4 0001561550-25-000315, as filed. Open on EDGAR

DateTransactionSharesPriceValueHoldings afterFiled
Nov 6, 2025CConversion
Class A Common Stockindirect: By Trust10b5-1
+12,500$0.00$024,996Nov 10, 2025
Nov 6, 2025SOpen-market sale
Class A Common Stockindirect: By Trust10b5-1
-12,500$187.47$2.3M12,496Nov 10, 2025
Nov 6, 2025CConversion
Class B Common Stockderivativeindirect: By Trust10b5-1
-12,500$0.00$0255,542Nov 10, 2025

Related signals

Other insiders at Datadog, Inc. and this insider’s other filings.

ScoreCompanyInsiderValueHoldingsFiled
Pro nowfree Oct 16, 2026
DDOGsell10b5-1
Datadog, Inc.
Alexis Le-Quoc
Chief Technology Officer
$15M
53,912 shares
-10%
35Weak
DDOGsell 510b5-1
Datadog, Inc.
Alexis Le-Quoc
Chief Technology Officer
$11M
43,224 shares
-8%
42Moderate
DDOGsell 610b5-1
Datadog, Inc.
David M Obstler
Chief Financial Officer
$3.9M
16,000 shares
-4%
35Weak
DDOGsell 910b5-1
Datadog, Inc.
Kerry Acocella
General Counsel and Secretary
$1.2M
5,280 shares
-4%
62Notable
DDOGsell 910b5-1
Datadog, Inc.
David M Obstler
Chief Financial Officer
$5.5M
24,000 shares
-200%
42Moderate
DDOGsell 910b5-1
Datadog, Inc.
David M Obstler
Chief Financial Officer
$9.1M
40,000 shares
-10%
35Weak
DDOGsell 910b5-1
Datadog, Inc.
Yanbing Li
Chief Product Officer
$2.8M
12,700 shares
-5%
35Weak
DDOGsell 910b5-1
Datadog, Inc.
Sean Michael Walters
Chief Revenue Officer
$2.6M
11,710 shares
-5%
35Weak
DDOGsell 910b5-1
Datadog, Inc.
Olivier Pomel
Chief Executive Officer
$19M
89,497 shares
-13%
40Moderate
DDOGsell 910b5-1
Datadog, Inc.
Julie Richardson
director
$1.2M
5,625 shares
-64%

Not investment advice. Scores and forward returns are decision support built from public SEC filings and past prices; they describe what happened after comparable filings, not what will happen after this one. Do your own research and size your risk.

Michael James Callahan sold $2.3M of DDOG | InsiderTell