Jacobson Matthew 4

What Happened

• Matthew Jacobson, a director of Datadog, sold a total of 38,594 shares in open-market transactions on May 29 and June 1, 2026, generating roughly $9.99M (about $10.0M).
  • 20,574 shares sold on 2026-05-29 at a weighted-average price of $243.02, proceeds $4,999,861. (F1: price is a weighted average; trades ranged $242.46–$243.43.)
  • 17,318 shares sold on 2026-06-01 at a weighted-average price of $277.44, proceeds $4,804,789. (F3: weighted avg; range $276.80–$277.79.)
  • 702 shares sold on 2026-06-01 at a weighted-average price of $277.82, proceeds $195,033. (F4: weighted avg; range $277.80–$277.89.)
• These are sales (S) — not purchases or option exercises. Sales are common for insiders for liquidity/tax reasons and do not by themselves prove a change in view.

Key Details

• Transaction dates and prices:
  • 2026-05-29: 20,574 shares @ $243.02 (weighted avg; range $242.46–$243.43) — $4,999,861.
  • 2026-06-01: 17,318 shares @ $277.44 (weighted avg; range $276.80–$277.79) — $4,804,789.
  • 2026-06-01: 702 shares @ $277.82 (weighted avg; range $277.80–$277.89) — $195,033.
• Shares owned after transaction: Not specified in the transaction summary provided here — see the full Form 4 for post-transaction holdings (column showing beneficial ownership).
• Notable footnote (F2): Some reported shares are held directly by trusts of which Jacobson is a trustee and by an estate-planning trust with an independent trustee; Jacobson disclaims beneficial ownership of shares held in those trusts except to the extent of any pecuniary interest.
• Filing date: Form 4 was filed June 2, 2026. Investors may review the full filing to confirm timeliness relative to each transaction.

Context

• These were open-market sales by a company director. Sales can reflect routine liquidity needs or tax planning; they are not definitive indicators of company performance. For a fuller picture, compare with other recent insider transactions and overall ownership disclosures in the full Form 4.