DDOG.NASDAQDatadog, INC

Form 4: Datadog CFO Sells Shares

Sentiment:

Insider Transaction (Form 4)


David M Obstler, Chief Financial Officer of Datadog, Inc., sold 24,000 shares of common stock on September 14, 2026.

Summary

  • Conversion of derivative: acquired 12,000 Class A Common Stock on September 14, 2026; holds 12,000 after (Indirect).
  • Open-market sale: disposed of 798 Class A Common Stock at $221.24 ($176,547) on September 14, 2026; holds 11,202 after (Indirect).
  • Open-market sale: disposed of 1,624 Class A Common Stock at $222.17 ($360,798) on September 14, 2026; holds 9,578 after (Indirect).
  • Open-market sale: disposed of 738 Class A Common Stock at $223.12 ($164,660) on September 14, 2026; holds 8,840 after (Indirect).
  • Open-market sale: disposed of 545 Class A Common Stock at $224.34 ($122,267) on September 14, 2026; holds 8,295 after (Indirect).
  • Open-market sale: disposed of 1,182 Class A Common Stock at $225.13 ($266,107) on September 14, 2026; holds 7,113 after (Indirect).
  • Open-market sale: disposed of 190 Class A Common Stock at $226.19 ($42,976) on September 14, 2026; holds 6,923 after (Indirect).
  • Open-market sale: disposed of 169 Class A Common Stock at $227.72 ($38,484) on September 14, 2026; holds 6,754 after (Indirect).
  • Open-market sale: disposed of 360 Class A Common Stock at $228.59 ($82,291) on September 14, 2026; holds 6,394 after (Indirect).
  • Open-market sale: disposed of 2,873 Class A Common Stock at $229.92 ($660,563) on September 14, 2026; holds 3,521 after (Indirect).
  • Open-market sale: disposed of 1,689 Class A Common Stock at $230.51 ($389,330) on September 14, 2026; holds 1,832 after (Indirect).
  • Open-market sale: disposed of 724 Class A Common Stock at $231.53 ($167,629) on September 14, 2026; holds 1,108 after (Indirect).
  • Open-market sale: disposed of 918 Class A Common Stock at $232.71 ($213,626) on September 14, 2026; holds 190 after (Indirect).
  • Open-market sale: disposed of 190 Class A Common Stock at $233.30 ($44,327) on September 14, 2026 (Indirect).
  • Conversion of derivative: acquired 12,000 Class A Common Stock on September 14, 2026; holds 12,000 after (Indirect).
  • Open-market sale: disposed of 786 Class A Common Stock at $221.24 ($173,894) on September 14, 2026; holds 11,214 after (Indirect).
  • Open-market sale: disposed of 1,635 Class A Common Stock at $222.16 ($363,235) on September 14, 2026; holds 9,579 after (Indirect).
  • Open-market sale: disposed of 725 Class A Common Stock at $223.12 ($161,759) on September 14, 2026; holds 8,854 after (Indirect).
  • Open-market sale: disposed of 525 Class A Common Stock at $224.34 ($117,781) on September 14, 2026; holds 8,329 after (Indirect).
  • Open-market sale: disposed of 1,169 Class A Common Stock at $225.13 ($263,178) on September 14, 2026; holds 7,160 after (Indirect).
  • Open-market sale: disposed of 181 Class A Common Stock at $226.19 ($40,941) on September 14, 2026; holds 6,979 after (Indirect).
  • Open-market sale: disposed of 163 Class A Common Stock at $227.72 ($37,118) on September 14, 2026; holds 6,816 after (Indirect).
  • Open-market sale: disposed of 358 Class A Common Stock at $228.60 ($81,838) on September 14, 2026; holds 6,458 after (Indirect).
  • Open-market sale: disposed of 2,935 Class A Common Stock at $229.92 ($674,806) on September 14, 2026; holds 3,523 after (Indirect).
  • Open-market sale: disposed of 1,729 Class A Common Stock at $230.51 ($398,545) on September 14, 2026; holds 1,794 after (Indirect).
  • Open-market sale: disposed of 713 Class A Common Stock at $231.53 ($165,082) on September 14, 2026; holds 1,081 after (Indirect).
  • Open-market sale: disposed of 899 Class A Common Stock at $232.71 ($209,204) on September 14, 2026; holds 182 after (Indirect).
  • Open-market sale: disposed of 182 Class A Common Stock at $233.30 ($42,461) on September 14, 2026 (Indirect).
  • Conversion of derivative: disposed of 12,000 Class B Common Stock on September 14, 2026; holds 34,199 after (Indirect).
  • Conversion of derivative: disposed of 12,000 Class B Common Stock on September 14, 2026; holds 34,198 after (Indirect).

Sentiment

Score: 4

Explanation: StockSavvy.ai views this as a mildly negative but low-conviction signal: an insider sold $5,459,447 of stock under a pre-arranged Rule 10b5-1 plan, which is typically routine.

Insider Transactions

David M Obstler — Officer (Chief Financial Officer)

Transaction made under a Rule 10b5-1 trading plan.

DateTransactionSecuritySharesPriceValueHeld After
2026-09-14Conversion of derivativeClass A Common Stock12,000——12,000
2026-09-14Open-market saleClass A Common Stock798$221$176.5K11,202
2026-09-14Open-market saleClass A Common Stock1,624$222$360.8K9,578
2026-09-14Open-market saleClass A Common Stock738$223$164.7K8,840
2026-09-14Open-market saleClass A Common Stock545$224$122.3K8,295
2026-09-14Open-market saleClass A Common Stock1,182$225$266.1K7,113
2026-09-14Open-market saleClass A Common Stock190$226$43.0K6,923
2026-09-14Open-market saleClass A Common Stock169$228$38.5K6,754
2026-09-14Open-market saleClass A Common Stock360$229$82.3K6,394
2026-09-14Open-market saleClass A Common Stock2,873$230$660.6K3,521
2026-09-14Open-market saleClass A Common Stock1,689$231$389.3K1,832
2026-09-14Open-market saleClass A Common Stock724$232$167.6K1,108
2026-09-14Open-market saleClass A Common Stock918$233$213.6K190
2026-09-14Open-market saleClass A Common Stock190$233$44.3K0
2026-09-14Conversion of derivativeClass A Common Stock12,000——12,000
2026-09-14Open-market saleClass A Common Stock786$221$173.9K11,214
2026-09-14Open-market saleClass A Common Stock1,635$222$363.2K9,579
2026-09-14Open-market saleClass A Common Stock725$223$161.8K8,854
2026-09-14Open-market saleClass A Common Stock525$224$117.8K8,329
2026-09-14Open-market saleClass A Common Stock1,169$225$263.2K7,160
2026-09-14Open-market saleClass A Common Stock181$226$40.9K6,979
2026-09-14Open-market saleClass A Common Stock163$228$37.1K6,816
2026-09-14Open-market saleClass A Common Stock358$229$81.8K6,458
2026-09-14Open-market saleClass A Common Stock2,935$230$674.8K3,523
2026-09-14Open-market saleClass A Common Stock1,729$231$398.5K1,794
2026-09-14Open-market saleClass A Common Stock713$232$165.1K1,081
2026-09-14Open-market saleClass A Common Stock899$233$209.2K182
2026-09-14Open-market saleClass A Common Stock182$233$42.5K0
2026-09-14Conversion of derivativeClass B Common Stock12,000——34,199
2026-09-14Conversion of derivativeClass B Common Stock12,000——34,198

Key Dates

DateDescription
2026-09-14Conversion of derivative (12,000 shares)
2026-09-14Open-market sale (798 shares)
2026-09-14Open-market sale (1,624 shares)
2026-09-14Open-market sale (738 shares)
2026-09-14Open-market sale (545 shares)
2026-09-14Open-market sale (1,182 shares)
2026-09-14Open-market sale (190 shares)
2026-09-14Open-market sale (169 shares)
2026-09-14Open-market sale (360 shares)
2026-09-14Open-market sale (2,873 shares)
2026-09-14Open-market sale (1,689 shares)
2026-09-14Open-market sale (724 shares)
2026-09-14Open-market sale (918 shares)
2026-09-14Open-market sale (190 shares)
2026-09-14Conversion of derivative (12,000 shares)
2026-09-14Open-market sale (786 shares)
2026-09-14Open-market sale (1,635 shares)
2026-09-14Open-market sale (725 shares)
2026-09-14Open-market sale (525 shares)
2026-09-14Open-market sale (1,169 shares)
2026-09-14Open-market sale (181 shares)
2026-09-14Open-market sale (163 shares)
2026-09-14Open-market sale (358 shares)
2026-09-14Open-market sale (2,935 shares)
2026-09-14Open-market sale (1,729 shares)
2026-09-14Open-market sale (713 shares)
2026-09-14Open-market sale (899 shares)
2026-09-14Open-market sale (182 shares)
2026-09-14Conversion of derivative (12,000 shares)
2026-09-14Conversion of derivative (12,000 shares)

Keywords

insider transaction, Form 4, DDOG, Datadog, Inc., bearish, David M Obstler

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