[D] Direct Digital Holdings, Inc. SEC Filing

Rhea-AI Filing Summary

Direct Digital Holdings, Inc. filed a Form D reporting a completed Regulation D offering under Rule 506(b) for equity consisting of Series A Convertible Preferred Stock. The filing states a total offering amount of $25,000,000, with $25,000,000 sold and $0 remaining. The issuer amended a credit facility to exchange $25,000,000 of term loans for 10,000 shares of Series A Convertible Preferred Stock with a face amount of $25,000,000. The Form D lists the company as a Delaware corporation formed in 2021, principal office in Houston, Texas, and identifies executive officers and directors including Diana P. Diaz (CFO and signer). No sales commissions or finders' fees were reported and the filing indicates one investor has participated.

Positive

• $25,000,000 of the offering was reported as sold in full, leaving $0 remaining
• Amendment to credit facility converting $25,000,000 of term loans into 10,000 shares of Series A Convertible Preferred Stock is explicitly disclosed
• No sales commissions or finders' fees were paid for the offering

Negative

• The offering shows participation by only one investor, indicating concentration risk

Insights

Financial Analyst

TL;DR: The issuer completed a $25.0M equity issuance via Series A preferred in exchange for term debt, converting debt into equity that fully satisfies the stated offering amount.

The Form D documents a $25,000,000 offering sold in full under Rule 506(b), with proceeds represented by an exchange of term loans for 10,000 shares of Series A Convertible Preferred Stock with a stated face amount of $25,000,000. This transaction alters the capital structure by replacing reported term debt with convertible preferred equity, which may affect leverage metrics and future cash interest requirements. The filing reports no sales commissions and a single investor, indicating limited distribution breadth. Disclosure is straightforward and contains concrete transaction figures without forward-looking commentary.

Corporate Governance Expert

TL;DR: Governance disclosure is limited but complete for Form D purposes; key officers and directors are identified and the CFO signed the notice.

The Form D names multiple executive officers and directors tied to the same Houston address and shows the Chief Financial Officer, Diana P. Diaz, executed the filing. The filing records a non-brokered transaction (no commissions) and identifies one investor. For investors assessing governance, the document confirms authorized signatory and officer involvement but provides no further governance detail beyond standard Form D items.

The Securities and Exchange Commission has not necessarily reviewed the information in this filing and has not determined if it is accurate and complete.
The reader should not assume that the information is accurate and complete.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549
FORM D

Notice of Exempt Offering of Securities

OMB APPROVAL

OMB Number:			3235-0076
Estimated average burden
hours per response:			4.00

1. Issuer's Identity

CIK (Filer ID Number)

Previous Names

X None

Entity Type

0001880613

X	Corporation
	Limited Partnership
	Limited Liability Company
	General Partnership
	Business Trust
	Other (Specify)

Name of Issuer

Direct Digital Holdings, Inc.

Jurisdiction of Incorporation/Organization

DELAWARE

Year of Incorporation/Organization

	Over Five Years Ago
X	Within Last Five Years (Specify Year)	2021
	Yet to Be Formed

2. Principal Place of Business and Contact Information

Name of Issuer
Direct Digital Holdings, Inc.
Street Address 1		Street Address 2
1177 WEST LOOP SOUTH, SUITE 1310
City	State/Province/Country	ZIP/PostalCode	Phone Number of Issuer
HOUSTON	TEXAS	77027	832-402-1051

3. Related Persons

Last Name	First Name	Middle Name
Walker	Mark
Street Address 1	Street Address 2
c/o Direct Digital Holdings, Inc.	1177 West Loop South, Suite 1310
City	State/Province/Country	ZIP/PostalCode
Houston	TEXAS	77027

Relationship: X Executive Officer X Director Promoter

Clarification of Response (if Necessary):

Last Name	First Name	Middle Name
Smith	Keith
Street Address 1	Street Address 2
c/o Direct Digital Holdings, Inc.	1177 West Loop South, Suite 1310
City	State/Province/Country	ZIP/PostalCode
Houston	TEXAS	77027

Relationship: X Executive Officer X Director Promoter

Clarification of Response (if Necessary):

Last Name	First Name	Middle Name
Diaz	Diana	P.
Street Address 1	Street Address 2
c/o Direct Digital Holdings, Inc.	1177 West Loop South, Suite 1310
City	State/Province/Country	ZIP/PostalCode
Houston	TEXAS	77027

Relationship: X Executive Officer Director Promoter

Clarification of Response (if Necessary):

Last Name	First Name	Middle Name
Pillai	Anu
Street Address 1	Street Address 2
c/o Direct Digital Holdings, Inc.	1177 West Loop South, Suite 1310
City	State/Province/Country	ZIP/PostalCode
Houston	TEXAS	77027

Relationship: X Executive Officer Director Promoter

Clarification of Response (if Necessary):

Last Name	First Name	Middle Name
Lowrey	Maria	Vilchez
Street Address 1	Street Address 2
c/o Direct Digital Holdings, Inc.	1177 West Loop South, Suite 1310
City	State/Province/Country	ZIP/PostalCode
Houston	TEXAS	77027

Relationship: X Executive Officer Director Promoter

Clarification of Response (if Necessary):

Last Name	First Name	Middle Name
Leatherberry	Antoinette	R.
Street Address 1	Street Address 2
c/o Direct Digital Holdings, Inc.	1177 West Loop South, Suite 1310
City	State/Province/Country	ZIP/PostalCode
Houston	TEXAS	77027

Relationship: Executive Officer X Director Promoter

Clarification of Response (if Necessary):

Last Name	First Name	Middle Name
Cohen	Richard
Street Address 1	Street Address 2
c/o Direct Digital Holdings, Inc.	1177 West Loop South, Suite 1310
City	State/Province/Country	ZIP/PostalCode
Houston	TEXAS	77027

Relationship: Executive Officer X Director Promoter

Clarification of Response (if Necessary):

Last Name	First Name	Middle Name
Locke	Mistelle
Street Address 1	Street Address 2
c/o Direct Digital Holdings, Inc.	1177 West Loop South, Suite 1310
City	State/Province/Country	ZIP/PostalCode
Houston	TEXAS	77027

Relationship: Executive Officer X Director Promoter

Clarification of Response (if Necessary):

4. Industry Group

Agriculture

Banking & Financial Services

Commercial Banking

Insurance

Investing

Investment Banking

Pooled Investment Fund

Is the issuer registered as
an investment company under
the Investment Company
Act of 1940?

Yes No

Other Banking & Financial Services

Business Services

Energy

Coal Mining

Electric Utilities

Energy Conservation

Environmental Services

Oil & Gas

Other Energy

	Health Care
	Biotechnology
	Health Insurance
	Hospitals & Physicians
	Pharmaceuticals
	Other Health Care
	Manufacturing
	Real Estate
	Commercial
	Construction
	REITS & Finance
	Residential
	Other Real Estate

Retailing

Restaurants

Technology

Computers

Telecommunications

X Other Technology

Travel

Airlines & Airports

Lodging & Conventions

Tourism & Travel Services

Other Travel

Other

5. Issuer Size

Revenue Range		OR	Aggregate Net Asset Value Range
	No Revenues			No Aggregate Net Asset Value
	$1 - $1,000,000			$1 - $5,000,000
	$1,000,001 - $5,000,000			$5,000,001 - $25,000,000
	$5,000,001 - $25,000,000			$25,000,001 - $50,000,000
	$25,000,001 - $100,000,000			$50,000,001 - $100,000,000
	Over $100,000,000			Over $100,000,000
X	Decline to Disclose			Decline to Disclose
	Not Applicable			Not Applicable

6. Federal Exemption(s) and Exclusion(s) Claimed (select all that apply)

		Rule 504(b)(1) (not (i), (ii) or (iii))
		Rule 504 (b)(1)(i)
		Rule 504 (b)(1)(ii)
		Rule 504 (b)(1)(iii)
	X	Rule 506(b)
		Rule 506(c)
		Securities Act Section 4(a)(5)

Investment Company Act Section 3(c)

Section 3(c)(1) Section 3(c)(9)

Section 3(c)(2) Section 3(c)(10)

Section 3(c)(3) Section 3(c)(11)

Section 3(c)(4) Section 3(c)(12)

Section 3(c)(5) Section 3(c)(13)

Section 3(c)(6) Section 3(c)(14)

Section 3(c)(7)

7. Type of Filing

X	New Notice			Date of First Sale	2025-08-08				First Sale Yet to Occur
	Amendment

8. Duration of Offering

Does the Issuer intend this offering to last more than one year? Yes X No

9. Type(s) of Securities Offered (select all that apply)

X	Equity		Pooled Investment Fund Interests
	Debt		Tenant-in-Common Securities
	Option, Warrant or Other Right to Acquire Another Security		Mineral Property Securities
	Security to be Acquired Upon Exercise of Option, Warrant or Other Right to Acquire Security	X	Other (describe)
		Series A Convertible Preferred Stock

10. Business Combination Transaction

Is this offering being made in connection with a business combination transaction, such as a merger, acquisition or exchange offer? Yes X No

Clarification of Response (if Necessary):

11. Minimum Investment

Minimum investment accepted from any outside investor $0 USD

12. Sales Compensation

Recipient	Recipient CRD Number X None
(Associated) Broker or Dealer X None	(Associated) Broker or Dealer CRD Number X None
Street Address 1	Street Address 2
City	State/Province/Country	ZIP/Postal Code
State(s) of Solicitation (select all that apply) Check "All States" or check individual States All States	Foreign/non-US

13. Offering and Sales Amounts

Total Offering Amount	$25,000,000	USD	or Indefinite
Total Amount Sold	$25,000,000	USD
Total Remaining to be Sold	$0	USD	or Indefinite

Clarification of Response (if Necessary):

The issuer amended its credit facility with Lafayette Square Loan Servicing, LLC to exchange $25,000,000 of term loans for 10,000 shares of Series A Convertible Preferred Stock with a face amount of $25,000,000 (see Form 8-K filed on August 11, 2025)

14. Investors

Select if securities in the offering have been or may be sold to persons who do not qualify as accredited investors, and enter the number of such non-accredited investors who already have invested in the offering.

Regardless of whether securities in the offering have been or may be sold to persons who do not qualify as accredited investors, enter the total number of investors who already have invested in the offering:

1

15. Sales Commissions & Finder's Fees Expenses

Provide separately the amounts of sales commissions and finders fees expenses, if any. If the amount of an expenditure is not known, provide an estimate and check the box next to the amount.

Sales Commissions	$0	USD	Estimate
Finders' Fees	$0	USD	Estimate

Clarification of Response (if Necessary):

16. Use of Proceeds

Provide the amount of the gross proceeds of the offering that has been or is proposed to be used for payments to any of the persons required to be named as executive officers, directors or promoters in response to Item 3 above. If the amount is unknown, provide an estimate and check the box next to the amount.

$0

USD

Estimate

Clarification of Response (if Necessary):

Signature and Submission

Please verify the information you have entered and review the Terms of Submission below before signing and clicking SUBMIT below to file this notice.

Terms of Submission

In submitting this notice, each issuer named above is:

• Notifying the SEC and/or each State in which this notice is filed of the offering of securities described and undertaking to furnish them, upon written request, in the accordance with applicable law, the information furnished to offerees.*

• Irrevocably appointing each of the Secretary of the SEC and, the Securities Administrator or other legally designated officer of the State in which the issuer maintains its principal place of business and any State in which this notice is filed, as its agents for service of process, and agreeing that these persons may accept service on its behalf, of any notice, process or pleading, and further agreeing that such service may be made by registered or certified mail, in any Federal or state action, administrative proceeding, or arbitration brought against the issuer in any place subject to the jurisdiction of the United States, if the action, proceeding or arbitration (a) arises out of any activity in connection with the offering of securities that is the subject of this notice, and (b) is founded, directly or indirectly, upon the provisions of: (i) the Securities Act of 1933, the Securities Exchange Act of 1934, the Trust Indenture Act of 1939, the Investment Company Act of 1940, or the Investment Advisers Act of 1940, or any rule or regulation under any of these statutes, or (ii) the laws of the State in which the issuer maintains its principal place of business or any State in which this notice is filed.

• Certifying that, if the issuer is claiming a Regulation D exemption for the offering, the issuer is not disqualified from relying on Rule 504 or Rule 506 for one of the reasons stated in Rule 504(b)(3) or Rule 506(d).

Each Issuer identified above has read this notice, knows the contents to be true, and has duly caused this notice to be signed on its behalf by the undersigned duly authorized person.

For signature, type in the signer's name or other letters or characters adopted or authorized as the signer's signature.

Issuer	Signature	Name of Signer	Title	Date
Direct Digital Holdings, Inc.	/s/ Diana P. Diaz	Diana P. Diaz	Chief Financial Officer	2025-08-20

Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB number.

* This undertaking does not affect any limits Section 102(a) of the National Securities Markets Improvement Act of 1996 ("NSMIA") [Pub. L. No. 104-290, 110 Stat. 3416 (Oct. 11, 1996)] imposes on the ability of States to require information. As a result, if the securities that are the subject of this Form D are "covered securities" for purposes of NSMIA, whether in all instances or due to the nature of the offering that is the subject of this Form D, States cannot routinely require offering materials under this undertaking or otherwise and can require offering materials only to the extent NSMIA permits them to do so under NSMIA's preservation of their anti-fraud authority.

FAQ

What was the total amount raised in Direct Digital Holdings (DRCT) Form D?

The filing reports a $25,000,000 offering amount and $25,000,000 sold, with $0 remaining.

What security was issued in the DRCT Form D filing?

The issuer offered Series A Convertible Preferred Stock; the filing also notes an exchange of term loans for Series A preferred shares.

Was the DRCT offering sold through brokers or dealers?

No. The Form D reports $0 in sales commissions and finders' fees and indicates no associated broker or dealer.

Who signed the Form D for Direct Digital Holdings (DRCT)?

Diana P. Diaz, Chief Financial Officer, signed and dated the notice.

Was the DRCT offering made under Rule 506(c) or 506(b)?

The filing indicates the offering was made under Rule 506(b).

Did Direct Digital Holdings exchange debt for equity as part of this filing?

Yes. The issuer amended its credit facility to exchange $25,000,000 of term loans for 10,000 shares of Series A Convertible Preferred Stock with a face amount of $25,000,000.