InsiderTrades

Form 4 for DRCT Direct Digital Holdings, Inc.

Accepted 2025-10-02 00:00:00 ET · period of report 2025-09-11 · accession 0001203452-25-000008 · SEC index · Original document

Summary rows

Aggregated the way they appear in lists: one row per insider, transaction code and security table.

X Filed Traded Ticker Insider Title Type Price Qty Owned ΔOwn Value
DI 2025-10-02 2025-09-11 DRCT SMITH W KEITH Pres, Dir, 10% C - Cnv Deriv — +600.0K 628.3K +2,120% —
DI 2025-10-02 2025-09-11 DRCT SMITH W KEITH Pres, Dir, 10% C - Cnv Deriv $0.00 -600.0K 4.59M -12% $0

Purchase Sale Sale after option exercise All abbreviations

Every reported transaction

#TableSecurityDateCodeA/DSharesPriceOwned afterOwnExercise / expiryUnderlyingFootnotes
1 Common Class A Common Stock, par value $0.001 per share 2025-09-11 C A 600,000 — 628,300 I By SKW Financial LLC — — (F1) Pursuant to the Second Amended and Restated Limited Liability Company Agreement of Direct Digital Holdings, LLC, dated as of February 15, 2022, Class A Common Units (as defined therein) held by the Reporting Person (indirectly through the Reporting Person's ownership interest in Direct Digital Management, LLC) are exchangeable for shares of Class A Common Stock on a one-for-one basis, subject to certain exceptions, conditions and adjustments. The Class A Common Units have no expiration date. At the time of any such exchange, an equal number of shares of Class B Common Stock of the Issuer held by the Reporting Person, which have no economic value and entitle holders thereof to one vote per share on all matters on which stockholders of the Issuer are entitled to vote generally, are cancelled.
2 Derivative Class A Common Units of Direct Digital Holdings LLC 2025-09-11 C D 600,000 $0.00 4,594,000 I By Direct Digital Management, LLC — · — to — 600,000 Class A Common Stock, par value $0.001 per share (F1) Pursuant to the Second Amended and Restated Limited Liability Company Agreement of Direct Digital Holdings, LLC, dated as of February 15, 2022, Class A Common Units (as defined therein) held by the Reporting Person (indirectly through the Reporting Person's ownership interest in Direct Digital Management, LLC) are exchangeable for shares of Class A Common Stock on a one-for-one basis, subject to certain exceptions, conditions and adjustments. The Class A Common Units have no expiration date. At the time of any such exchange, an equal number of shares of Class B Common Stock of the Issuer held by the Reporting Person, which have no economic value and entitle holders thereof to one vote per share on all matters on which stockholders of the Issuer are entitled to vote generally, are cancelled.