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Insider · CIK 0001784030

Michael James Callahan

director

Files at DDOG (Datadog, Inc.). First filing Oct 8, 2025, latest Aug 6, 2026.

In brief

Michael James Callahan files SEC Form 4 as director at DDOG (Datadog, Inc.). Since Oct 8, 2025, Michael James Callahan has reported 0 open-market buys worth $0 and 7 open-market sells worth $54M, the latest filed on Aug 6, 2026.

A track record needs three past buys with six months of prices behind them; Michael James Callahan has 0, so none is measured yet.

The newest scored trade: sold $3.6M of DDOG on Aug 4, 2026, filed Aug 6, 2026, scored 45 (moderate), under a 10b5-1 plan. In the last 12 months: 0 buys worth $0 and 6 sells worth $40M.

Track record
Not enough history
Fewer than three past buys with six months of prices.
Median 6-month excess
-
after past buys, n = 0
Hit rate
-
past buys that beat the index over 6 months
Open-market trades
0 / 7
$0 bought, $54M sold

Where the trades landed

Last year at the company this insider has traded most, with each buy and sell on the bar it happened.

DDOG: Datadog, Inc.

DDOGOct 13, 2026 · close 283.34

Daily candles, adjusted for splits and dividends. Green arrows are insider buys, red are sells, sized by value. Click a marked bar to open the signal.Charts by TradingView Lightweight Charts™

Signals

This insider’s open-market buys and sells, scored.

ScoreCompanyValueHoldingsPrice contextFiled
45Moderate
DDOGsell 510b5-1
Datadog, Inc.
$3.6M
12,500 shares
-45%+181% from low0% from high
45Moderate
DDOGsell 410b5-1
Datadog, Inc.
$3.3M
12,500 shares
-45%+158% from low-5% from high
45Moderate
DDOGsell 510b5-1
Datadog, Inc.
$3.1M
12,500 shares
-45%+142% from low-10% from high
55Moderate
DDOGsell 1310b5-1
Datadog, Inc.
$26M
112,500 shares
-88%+124% from low-17% from high
55Moderate
DDOGsell 510b5-1
Datadog, Inc.
$2.3M
12,500 shares
-50%+119% from low0% from high
45Moderate
DDOGsell 610b5-1
Datadog, Inc.
$1.3M
8,333 shares
-40%+85% from low-5% from high
55Moderate
DDOGsell 610b5-1
Datadog, Inc.
$14M
91,667 shares
-88%+81% from low-7% from high

Planned sales

Form 144 notices this insider filed before selling restricted or control stock, newest first.

FiledCompanySharesValueSale datePast 3 months
Aug 4, 2026 DDOG
Datadog, Inc.
12,500
0.00% of outstanding
$3.4MAug 4, 2026$33M
Jul 1, 2026 DDOG
Datadog, Inc.
12,500
0.00% of outstanding
$3.3MJul 1, 2026$30M
Jun 29, 2026 DDOG
Datadog, Inc.
12,500
0.00% of outstanding
$3.0MJun 29, 2026$27M
Jun 12, 2026 DDOG
Datadog, Inc.
112,500
0.03% of outstanding
$26MJun 12, 2026$527k
Nov 6, 2025 DDOG
Datadog, Inc.
12,500
0.00% of outstanding
$1.9MNov 6, 2025$16M
Oct 14, 2025 DDOG
Datadog, Inc.
8,333
0.00% of outstanding
$1.4MOct 14, 2025$14M
Oct 6, 2025 DDOG
DATADOG, INC.
91,667
0.03% of outstanding
$14MOct 6, 2025none

Transactions

Every row this insider has filed, 42 in all, newest first.

DateCompanyTransactionSharesPriceValueHoldings afterFiled
Aug 4, 2026DDOG
Datadog, Inc.
CConversion
Class A Common Stockindirect: By Trust10b5-1
+12,500$0.00$027,496Aug 6, 2026
Aug 4, 2026DDOG
Datadog, Inc.
SOpen-market sale
Class A Common Stockindirect: By Trust10b5-1
-12,500$287.47$3.6M14,996Aug 6, 2026
Aug 4, 2026DDOG
Datadog, Inc.
CConversion
Class B Common Stockderivativeindirect: By Trust10b5-1
-12,500$0.00$085,542Aug 6, 2026
Jul 1, 2026DDOG
Datadog, Inc.
CConversion
Class A Common Stockindirect: By Trust10b5-1
+12,500--27,496Jul 6, 2026
Jul 1, 2026DDOG
Datadog, Inc.
SOpen-market sale
Class A Common Stockindirect: By Trust10b5-1
-12,500$267.47$3.3M14,996Jul 6, 2026
Jul 1, 2026DDOG
Datadog, Inc.
CConversion
Class B Common Stockderivativeindirect: By Trust10b5-1
-12,500$0.00$098,042Jul 6, 2026
Jun 29, 2026DDOG
Datadog, Inc.
CConversion
Class A Common Stockindirect: By Trust10b5-1
+12,500--27,496Jul 1, 2026
Jun 29, 2026DDOG
Datadog, Inc.
SOpen-market sale
Class A Common Stockindirect: By Trust10b5-1
-12,500$247.47$3.1M14,996Jul 1, 2026
Jun 29, 2026DDOG
Datadog, Inc.
CConversion
Class B Common Stockderivativeindirect: By Trust10b5-1
-12,500$0.00$0110,542Jul 1, 2026
Jun 12, 2026DDOG
Datadog, Inc.
CConversion
Class A Common Stockindirect: By Trust10b5-1
+112,500--127,496Jun 16, 2026
Jun 12, 2026DDOG
Datadog, Inc.
SOpen-market sale
Class A Common Stockindirect: By Trust10b5-1
-6,715$228.31$1.5M120,781Jun 16, 2026
Jun 12, 2026DDOG
Datadog, Inc.
SOpen-market sale
Class A Common Stockindirect: By Trust10b5-1
-11,284$229.50$2.6M109,497Jun 16, 2026
Jun 12, 2026DDOG
Datadog, Inc.
SOpen-market sale
Class A Common Stockindirect: By Trust10b5-1
-28,701$230.06$6.6M80,796Jun 16, 2026
Jun 12, 2026DDOG
Datadog, Inc.
SOpen-market sale
Class A Common Stockindirect: By Trust10b5-1
-14,173$231.30$3.3M66,623Jun 16, 2026
Jun 12, 2026DDOG
Datadog, Inc.
SOpen-market sale
Class A Common Stockindirect: By Trust10b5-1
-18,830$232.31$4.4M47,793Jun 16, 2026
Jun 12, 2026DDOG
Datadog, Inc.
SOpen-market sale
Class A Common Stockindirect: By Trust10b5-1
-12,005$233.37$2.8M35,788Jun 16, 2026
Jun 12, 2026DDOG
Datadog, Inc.
SOpen-market sale
Class A Common Stockindirect: By Trust10b5-1
-16,145$234.10$3.8M19,643Jun 16, 2026
Jun 12, 2026DDOG
Datadog, Inc.
SOpen-market sale
Class A Common Stockindirect: By Trust10b5-1
-2,901$235.49$683k16,742Jun 16, 2026
Jun 12, 2026DDOG
Datadog, Inc.
SOpen-market sale
Class A Common Stockindirect: By Trust10b5-1
-1,746$236.20$412k14,996Jun 16, 2026
Jun 15, 2026DDOG
Datadog, Inc.
AGrant or award
Class A Common Stock10b5-1
+1,072$0.00$020,684Jun 16, 2026
Jun 12, 2026DDOG
Datadog, Inc.
CConversion
Class B Common Stockderivativeindirect: By Trust10b5-1
-112,500$0.00$0123,042Jun 16, 2026
May 15, 2026DDOG
Datadog, Inc.
GGift
Class A Common Stockindirect: By Trust
-2,500$0.00$014,996May 19, 2026
May 12, 2026DDOG
Datadog, Inc.
CConversion
Class A Common Stockindirect: By Trust
+5,000--17,496May 14, 2026
May 12, 2026DDOG
Datadog, Inc.
CConversion
Class B Common Stockderivativeindirect: By Trust
-5,000$0.00$0235,542May 14, 2026
Dec 12, 2025DDOG
Datadog, Inc.
CConversion
Class A Common Stockindirect: By Trust
+15,000$0.00$027,496Dec 16, 2025
Dec 12, 2025DDOG
Datadog, Inc.
GGift
Class A Common Stockindirect: By Trust
-15,000$0.00$012,496Dec 16, 2025
Dec 12, 2025DDOG
Datadog, Inc.
CConversion
Class B Common Stockderivativeindirect: By Trust
-15,000$0.00$0240,542Dec 16, 2025
Nov 6, 2025DDOG
Datadog, Inc.
CConversion
Class A Common Stockindirect: By Trust10b5-1
+12,500$0.00$024,996Nov 10, 2025
Nov 6, 2025DDOG
Datadog, Inc.
SOpen-market sale
Class A Common Stockindirect: By Trust10b5-1
-12,500$187.47$2.3M12,496Nov 10, 2025
Nov 6, 2025DDOG
Datadog, Inc.
CConversion
Class B Common Stockderivativeindirect: By Trust10b5-1
-12,500$0.00$0255,542Nov 10, 2025
Oct 14, 2025DDOG
Datadog, Inc.
CConversion
Class A Common Stockindirect: By Trust10b5-1
+8,333$0.00$020,829Oct 16, 2025
Oct 14, 2025DDOG
Datadog, Inc.
SOpen-market sale
Class A Common Stockindirect: By Trust10b5-1
-8,333$160.55$1.3M12,496Oct 16, 2025
Oct 14, 2025DDOG
Datadog, Inc.
CConversion
Class B Common Stockderivativeindirect: By Trust10b5-1
-8,333$0.00$0268,042Oct 16, 2025
Oct 6, 2025DDOG
Datadog, Inc.
CConversion
Class A Common Stockindirect: By Trust10b5-1
+91,667$0.00$0104,163Oct 8, 2025
Oct 6, 2025DDOG
Datadog, Inc.
SOpen-market sale
Class A Common Stockindirect: By Trust10b5-1
-91,667$157.60$14M12,496Oct 8, 2025
Oct 6, 2025DDOG
Datadog, Inc.
CConversion
Class B Common Stockderivativeindirect: By Trust10b5-1
-91,667$0.00$0276,375Oct 8, 2025
Jun 3, 2025DDOG
Datadog, Inc.
AGrant or award
Class A Common Stock
+2,106$0.00$019,612Jun 5, 2025
Jun 5, 2024DDOG
Datadog, Inc.
AGrant or award
Class A Common Stock
+2,262$0.00$017,506Jun 7, 2024
Dec 6, 2022DDOG
Datadog, Inc.
CConversion
Class A Common Stock
+1,000$0.91$90912,641Dec 8, 2022
Dec 6, 2022DDOG
Datadog, Inc.
MOption exercise
Stock Option (Right to Buy)derivative
-1,000$0.00$05,182Dec 8, 2022
Dec 6, 2022DDOG
Datadog, Inc.
MOption exercise
Class B Common Stockderivative
+1,000$0.00$01,000Dec 8, 2022
Dec 6, 2022DDOG
Datadog, Inc.
CConversion
Class B Common Stockderivative
-1,000$0.00$00Dec 8, 2022

Questions about Michael James Callahan

Answered from the filings on this page, as of the latest one.

Is Michael James Callahan buying or selling?

In the last 12 months Michael James Callahan reported 0 open-market buys worth $0 and 6 open-market sells worth $40M on SEC Form 4; the latest was sold $3.6M of DDOG on Aug 4, 2026. Grants, option exercises and tax withholding are not counted.

How did Michael James Callahan's past buys perform?

Not measured yet. InsiderTell needs three past buys with six months of prices to publish a track record, and Michael James Callahan has 0.

Where does Michael James Callahan file Form 4?

Michael James Callahan has filed Form 4 at DDOG (Datadog, Inc.). A Form 4 is required of officers, directors and holders of more than 10% of a share class within two business days of a trade.

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.