Callahan Michael James 4

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.