Callahan Michael James 4

4 · Datadog, Inc. · Filed Jul 6, 2026

AI-generated summary of this filing

Updated Jul 6, 2026

Datadog (DDOG) Director Michael Callahan Sells 12,500 Shares

What Happened

Michael James Callahan, a Datadog (DDOG) director, converted Class B shares into Class A and sold 12,500 Class A shares in an open-market transaction on 2026-07-01. The shares sold fetched $267.47 each, for a total sale proceeds of $3,343,375. The Form 4 also shows related derivative conversion entries (no cash paid on conversion).

Key Details

Transaction date: 2026-07-01. Sale price: $267.47 per share; total proceeds $3,343,375.
Conversion: The filing records conversion of derivative/Class B shares into Class A shares (conversion recorded with $0.00 exercise price).
Sale method: Open-market sale pursuant to a 10b5-1 trading plan dated March 13, 2026 (footnote F3).
Shares held: The shares were held by The Callahan-Thernstrom Family Trust (Reporting Person is Trustee) per footnote F2.
Filing: Form filed 2026-07-06. This filing date is within two business days after the transaction when accounting for the July 3 market holiday, so the Form 4 appears timely.
Footnote on conversion (F1): Class B Common is convertible into Class A at the holder's option and converts automatically on certain events; conversion here involved no cash payment.

Context

This was a planned sale (10b5-1) rather than an ad hoc trade. The sequence—conversion of Class B into Class A followed by an immediate open-market sale—reflects converting voting-class shares to the publicly tradable class and selling them. Purchases generally attract more attention as bullish signals; this filing reports a routine insider sale.

Form 4

Period: 2026-07-01

Director

Transactions

Conversion
Class A Common Stock
[F1][F2]
2026-07-01+12,500→ 27,496 total(indirect: By Trust)
Sale
Class A Common Stock
[F3][F2]
2026-07-01$267.47/sh−12,500$3,343,375→ 14,996 total(indirect: By Trust)
Conversion
Class B Common Stock
[F1][F2]
2026-07-01−12,500→ 98,042 total(indirect: By Trust)
→ Class A Common Stock (12,500 underlying)

Holdings

Footnotes (3)

[F1]Each share of Class B Common Stock is convertible at any time at the option of the Reporting Person into one share of Class A Common Stock and has no expiration date. Each share of Class B Common Stock will convert automatically into one share of Class A Common Stock upon the earliest of: (i) any transfer, whether or not for value, except for certain "Permitted Transfers" as defined in the Issuer's amended and restated certificate of incorporation, (ii) the death of the Reporting Person in the case of shares held directly or in a trustee capacity, and (iii) the tenth anniversary of the Issuer's initial public offering of its Class A Common Stock.
[F2]The Shares are held by The Callahan-Thernstrom Family Trust, of which Reporting Person is Trustee.
[F3]Shares sold pursuant to a 10b5-1 plan dated March 13, 2026.

Signature

/s/ Kerry Acocella, Attorney-in-Fact|2026-07-06

1 file