Callahan Michael James 4

4 · Datadog, Inc. · Filed Jul 1, 2026

AI-generated summary of this filing

Updated Jul 1, 2026

Datadog Director Michael Callahan Sells 12,500 Shares

What Happened

Michael James Callahan, a director of Datadog, converted 12,500 shares of Class B common stock into Class A and sold 12,500 Class A shares in an open-market transaction on June 29, 2026. The shares sold fetched $247.47 per share for proceeds of $3,093,375. The filing also reports a derivative conversion of 12,500 shares at $0.00 (reflecting the Class B→Class A conversion).

Key Details

Transaction date: June 29, 2026. Form 4 filed July 1, 2026 (appears timely within the SEC two-business-day window).
Sale: 12,500 shares at $247.47 per share — total proceeds $3,093,375.
Conversions: Reporting shows conversion (code C) of 12,500 Class B shares into Class A; one conversion line lists $0.00, indicating no cash payment for conversion.
Shares sold pursuant to a 10b5-1 trading plan dated March 13, 2026 (footnote F3).
Shares were held by The Callahan‑Thernstrom Family Trust, of which Callahan is Trustee (footnote F2).
Post-transaction holdings: not disclosed in the provided excerpt.

Context

The reported activity is a conversion of convertible Class B stock followed by an immediate open-market sale under a prearranged 10b5-1 plan. Such preplanned sales are commonly routine and do not, by themselves, indicate the insider’s change in view about the company; purchases tend to be more indicative of a bullish insider signal.

Form 4

Period: 2026-06-29

Director

Transactions

Conversion
Class A Common Stock
[F1][F2]
2026-06-29+12,500→ 27,496 total(indirect: By Trust)
Sale
Class A Common Stock
[F3][F2]
2026-06-29$247.47/sh−12,500$3,093,375→ 14,996 total(indirect: By Trust)
Conversion
Class B Common Stock
[F1][F2]
2026-06-29−12,500→ 110,542 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|2026-07-01

1 file