Ittycheria Dev 4

What Happened

• Datadog director Ittycheria Dev exercised and converted derivative securities and then sold a large block of shares on June 3, 2026. She acquired 120,000 shares by exercise/conversion (exercise price $3.07; cash paid $368,004) and completed open-market sales of 138,000 shares in multiple tranches, generating proceeds of approximately $34,331,441. The sales were executed at weighted-average prices in the $247.86–$249.4825 range across the tranches.

Key Details

• Transaction date: June 3, 2026 (Form 4 filed June 5, 2026 — timely within the usual 2-business-day window)
• Exercise: 120,000 shares acquired at $3.07 for $368,004 (derivative exercise)
• Sales (open market): total 138,000 shares sold for combined proceeds ≈ $34,331,441
  • Tranches include weighted-average prices of $247.93, $248.54 and $249.22 (see footnotes for exact per-tranche ranges)
• Footnotes of note:
  • F1: Some shares were Class B common that are convertible to Class A; conversion mechanics described in filing.
  • F2–F4: Reported sale prices are weighted averages; per-share sale price ranges are provided in footnotes.
  • F5: Some shares are held via LIDI 11 21 LLC; the Reporting Person is a beneficiary of a trust that is the LLC’s sole member.
• Shares owned after transaction: not specified in the information provided with this summary.

Context

• The filing shows an option/derivative exercise and near-simultaneous open-market sales on the same date. When exercises and sales occur the same day, it often results in a net cash transaction for the insider; the Form 4 records the exercise cost ($368k) and the gross sale proceeds (~$34.3M).
• These transactions are routine insider reporting of exercises/conversions and open-market sales; they are factual disclosures and do not by themselves indicate company prospects.