Exhibit 3.1

Exhibit 10.1

AMENDMENT AND ADDENDUM TO

SECURITIES PURCHASE AGREEMENT

THIS AMENDMENT AND ADDENDUM TO SECURITIES PURCHASE AGREEMENT AND REGISTRATION RIGHTS AGREEMENT (this “Amendment”) is made as of September 23, 2025, by and among Digital Brands Group, Inc., a Delaware corporation (the “Company”), and each Purchaser, including the Additional Purchaser and Lead Purchaser, identified on the signature pages hereto (each, including its successors and assigns, each a “Purchaser” and collectively, the “Purchasers”).

WHEREAS, on August 8, 2025, the parties hereto entered into that certain Securities Purchase Agreement (the “Purchase Agreement”), the Company sold 14,031.25 shares of its Series D Convertible Preferred Stock, par value $0.0001 per share (the “Series D Preferred Stock”), for a purchase price of $800 per share to the Purchasers pursuant to the terms and provisions of the Purchase Agreement and that certain Certificate of Designations, Preferences and Rights of the Series D Convertible Preferred Stock (the “Series D COD”) which was filed with the Secretary of State of the State of Delaware (the “Delaware Secretary of State”) on August 8, 2025;

WHEREAS, the Initial Closing (as defined in the Agreement) occurred on August 8, 2025;

WHEREAS, pursuant to the terms and provisions of the Purchase Agreement, the parties also entered into that certain Registration Rights Agreement dated as of August 8, 2025 (the “RRA”);

WHEREAS, concurrent with the execution of this Amendment, the parties have entered into an amendment to the RRA (the “RRA Amendment”);

WHEREAS, pursuant to Section 5.5 of the Purchase Agreement, the Purchase Agreement may be amended with the written consent of the Company and Purchasers holding at least 50.1% in interest of the Securities, provided that any amendment or waiver disproportionately and adversely affecting any Purchaser requires the consent of such Purchaser;

WHEREAS, the parties desire to consummate an additional Closing under the Purchase Agreement providing for the Company’s issuance and sale of up to additional 2,500 shares of Series D Preferred Stock to an additional accredited investor (the “Additional Purchaser”) for a purchase price of $800 per share to be paid in cash by wire transfer of immediately available funds (such additional Closing, the “Second Closing”);

WHEREAS, in connection with the Second Closing, certain Purchasers have agreed to exercise Common Stock Purchase Warrants currently held by such Purchasers (the “Warrants”) in the aggregate amount of $300,000 to be paid in cash by such Purchasers to the Company pursuant to and in accordance with the terms and provisions of the Warrants and in such amount as set forth on each such Purchaser’s signature page hereto; and

WHEREAS, in connection with the Second Closing, the parties hereto wish to amend the Purchase Agreement as more particularly set forth below, effective as of the date first set forth above.

NOW, THEREFORE, in consideration of the foregoing and the mutual agreements and covenants set forth herein, and for other good and valuable consideration, the receipt and sufficiency of which are hereby acknowledged, the parties hereto hereby agree as follows:

1. Defined Terms. Capitalized terms used but not otherwise defined herein have the meanings ascribed to such terms in the Purchase Agreement.

2. Addition of Section 4.14. Authorization of Additional Issuances. A new Section 4.14 is hereby added to the Purchase Agreement to read in its entirety as follows:

“4.14 Authorization of Additional Issuances. The Company and the Purchasers hereby acknowledge and agree that, in addition to the shares of Series D Convertible Preferred Stock issued at the Initial Closing, the Company is authorized, subject to the terms of this Agreement (as amended) and the Series D COD (as amended), to issue and sell additional shares of Series D Convertible Preferred Stock (the “Additional Series D Shares”) to the Purchasers and/or other investors from time to time. All references in the Agreement to the “Series D Shares” shall be deemed to include such Additional Series D Shares.”

3. Second Closing.

(a) Notwithstanding anything herein or the Purchase Agreement to the contrary, in connection with the Second Closing, which is to occur within two Business Days of the date hereof, the Additional Purchaser agrees to purchase, and the Company agrees to sell and issue to the Additional Purchaser, an aggregate amount of up to an additional 2,500 shares of Series D Preferred Stock (such shares, the “Additional Series D Shares”) at a purchase price of $800 per share as set forth on the signature page hereto (the “Additional Subscription Amount”), payable by wire transfer of immediately available funds in accordance with the wire instructions provided by the Company, which Additional Subscription Amount shall be held by the Company in the Segregated Account pursuant to the Purchase Agreement, but subject to Section 2.5 of the Purchase Agreement as amended by Section 4 of this Amendment. Except as expressly set forth herein, the purchase and sale of the Additional Series D Shares shall be made on the same terms and subject to the same conditions as the purchase and sale of the Series D Shares at the Initial Closing.

(b) At or prior to the Second Closing:

4. Amendment to Section 2.1(b) of the Purchase Agreement. Section 2.1(b) of the Purchase Agreement shall be deleted in its entirety and replaced with the following:

(b) Subject to the terms and conditions of this Agreement, each Purchaser agrees to purchase at the applicable Closing (as defined below), and the Company agrees to sell and issue to each Purchaser at the applicable Closing, the Series D Shares set forth on the signature page hereto, with such aggregate amount of Series D Shares to be sold to all Purchasers hereunder not to exceed 17,500 shares of Series D Preferred Stock (which shall include 1,875 Series D Preferred Shares (such shares, the “Additional Series D Shares”) at a purchase price of $800 per share (the “Additional Subscription Amount”). The Series D Shares and the Conversion Shares issued or issuable to the Purchasers pursuant to this Agreement shall be referred to in this Agreement as the “Securities.”

5. Amendment to Section 2.5 of the Purchase Agreement. Section 2.5 of the Purchase Agreement shall be deleted in its entirety and replaced with the following:

2.5. Segregated Account for Subscription Amount.

(a) Notwithstanding anything to the contrary herein, on or prior to the applicable Closing, pursuant to Section 2.3(b)(iv) of this Agreement, the Purchaser shall wire its Subscription Amount to a segregated bank account of the Company, the sole purpose of which is to hold subscription funds until released pursuant to this Agreement (the “Segregated Account”). The Segregated Account shall be maintained by the Company in a manner that ensures such funds are not commingled with the Company’s general operating funds and are clearly identifiable as Subscription Amounts received in connection with this Agreement. The Company shall not withdraw or use any of the funds deposited in the Segregated Account except as provided in this Section 2.5. The Segregated Account shall be established and maintained by the Company but any withdrawals or transfers of any portion of the Subscription Amount from the Segregated Account shall require a joint signature of the Company and an authorized representative designated by the Lead Purchaser (as denoted in the signature pages hereto), who shall initially be Dmitriy Shapiro (the “Lead Purchaser”).

(b) The aggregate Subscription Amount (including the aggregate Additional Subscription Amount) shall remain in the Segregated Account and shall not be accessed, released, transferred or otherwise used by the Company unless and until: (i) the Initial Reverse Split Approvals (as defined in Section 2.6(b)) have been duly authorized, executed and proof thereof has been delivered to the Placement Agent; (ii) if required by the rules of the Principal Trading Market, the Company has obtained Shareholder Approval for the issuance of securities in excess of 20% of the Company’s issued and outstanding shares of Common Stock (the “20% Rule Approval”) and proof thereof has been delivered to the Placement Agent; and (iii) this Amendment and the RRA Amendment have been fully executed and delivered to the Purchasers (the “First Draw Triggers”). Upon the satisfaction of the conditions set forth in this Section 2.5(b), the Company shall have the right to transfer up to 50% of the aggregate Subscription Amount (which, for the avoidance of doubt, shall include 50% of the aggregate Additional Subscription Amount) then held in the Segregated Account to the Company’s general operating account for use in accordance with Section 4.7 of this Agreement (the “First Draw”).

(c) If First Draw Triggers applicable to the First Draw for 50% of the Subscription Amount held in the Segregated Account described in Section 2.5(b) above have not been satisfied by the Company by the close of business on September 30, 2025, each Purchaser shall have the right, but not the obligation, to require the Company to redeem the Series D Shares issued in respect of such Purchaser’s unreleased portion of the Subscription Amount and/or Additional Subscription Amount, as applicable. To exercise such right, a Purchaser must deliver a written notice of redemption (a “Redemption Notice”) to the Company and the Placement Agent by no later October 15, 2025. Within five (5) Business Days after receiving each or any Redemption Notice, the Company shall return to each electing Purchaser its pro rata share of the funds then held in the Segregated Account, without interest, based on the unreleased portion of such Purchaser’s Subscription Amount and Additional Subscription Amount relative to the total amount of all timely Redemption Notices. Notwithstanding anything in this Agreement to the contrary, the redemption right granted to the Purchasers in this Section 2.6(c) shall terminate, expire and otherwise no longer be available to Purchasers with respect to 50% of the Subscription Amount and Additional Subscription Amount then held in the Segregated Account immediately, and without any action required on any Party, upon the Company’s satisfaction of the First Draw Triggers.

(d) The remaining 50% of the aggregate Subscription Amount (including the aggregate Additional Subscription Amount) following the First Draw shall remain in the Segregated Account and shall not be accessed, released, transferred, or otherwise used by the Company unless and until: (i) if required by the rules of the Principal Trading Market, the Company has obtained the 20% Rule Approval; and (ii) the Company has received a written notice from the Commission that the Registration Statement has been declared effective under the Securities Act (the “Second Draw Conditions”). Upon satisfaction of the Second Draw Conditions, the Company shall promptly provide written notice via email to the Placement Agent that such Second Draw Conditions have been satisfied and shall provide proof thereof. Following the delivery of such notice to the Placement Agent, the Company may transfer the remaining 50% of the Subscription Amount from the Segregated Account to its general operating account for use in accordance with Section 4.7 of this Agreement (the “Second Draw”). The Company’s access to or use of funds held in the Segregated Account in violation of this Section 2.5 shall constitute a material breach of this Agreement.

(e) If the Registration Statement is not declared effective on or prior to the Effectiveness Date (as defined in the Registration Rights Agreement), each Purchaser shall have the right, but not the obligation, to require the Company to redeem (i) in the event the First Draw Triggers have been satisfied, up to 100% of the Series D Shares issued in respect of such Purchaser’s unreleased portion of the Subscription Amount and/or Additional Subscription Amount, or (ii) in the event the First Draw Triggers have not been satisfied, up to 100% of the Series D Shares issued in respect of such Purchaser’s portion of the Subscription Amount and/or Additional Subscription Amount. To exercise such right, a Purchaser must deliver a Redemption Notice to the Company and the Placement Agent no later than ten (10) Business Days following the Effectiveness Date. Within five (5) Business Days after receiving each or any Redemption Notices, the Company shall return to each electing Purchaser its pro rata share of the funds then held in the Segregated Account, without interest, based on the unreleased portion of such Purchaser’s Subscription Amount and Additional Subscription Amount relative to the total amount of all timely Redemption Notices.

(f) Notwithstanding anything to the contrary herein, the Company shall not be obligated to redeem more than the aggregate amount then held in the Segregated Account and shall have no obligation to fund any shortfall from validly received Redemption Notices from its general operating account or other sources. Upon payment in full of a Purchaser’s applicable portion of the Subscription Amount (including the Additional Subscription Amount), the Series D Shares subject to such redemption shall be deemed automatically cancelled and of no further force or effect, and such Purchaser shall no longer be entitled to any liquidated damages pursuant to Section 2(b) of the Registration Rights Agreement with respect to such redeemed shares.

(g) Notwithstanding anything to the contrary herein in the event the First Draw Triggers or Second Draw Triggers have been satisfied and the Company requests the Lead Purchaser’s signature for the release of the First Draw or Second Draw from the Segregated Account as required pursuant to Section 2.5(a) of this Agreement for the release of the First Draw or Second Draw, as applicable, form the Segregated Account, the Lead Purchaser shall provide its signature within 24 hours of receiving such request from the Company.

6. Amendment to Section 2.6(b) of the Purchase Agreement. Section 2.5(b) of the Purchase Agreement shall be deleted in its entirety and replaced with the following:

(b) If, at the time of a Reverse Split Trigger, the Common Stock is not listed on a national securities exchange, the Company shall effect a Reverse Split at a ratio of at least one-for-five (1:5) within five (5) calendar days following the Reverse Split Trigger. The Company shall not delay or defer implementation of the Reverse Split beyond such five (5) calendar day period. The Company shall effect such a Reverse Split upon any occurrence or successive occurrences of any Reverse Split Trigger, and any time a Reverse Split Trigger Occurs.

The Company represents and warrants that, as of the date hereof, the Board of Directors, and the requisite holders of the Company’s outstanding voting securities, have duly approved a Reverse Split of a ratio in the range of one-for-five (1:5) up to and including one-for-two hundred fifty (1:250), which may be effected, if at all, within twelve (12) months such approval has been gained, and which may be effected in one or more Reverse Splits, with the final ratio or ratios to be determined by the Board in its sole discretion, subject only to implementation by the Board of Directors, and that all corporate and stockholder actions necessary to effect the Reverse Split have been completed, and to amend the Company’s certificate of incorporation or other charter documents as necessary to effect any such Reverse Split(s) (the “Initial Reverse Split Approvals”).

If the Reverse Split is not implemented after five (5) calendar days, or if the Company otherwise fails to comply with any part of this section 2.6(b) (a “Reverse Split Failure Event”), in addition to any other rights the Purchasers may have hereunder or under applicable law, on each such Reverse Split Failure Event and on each monthly anniversary of each such Reverse Split Failure Event (if the applicable Reverse Split Failure Event has not been cured by such date) until the applicable Reverse Split Failure Event is cured, the Company shall pay to each purchaser an amount in cash, as partial liquidated damages and not as a penalty, equal to the product of 20.0% multiplied by the aggregate amount paid by such Purchaser pursuant to this Purchase Agreement. The Parties agree that the maximum aggregate liquidated damages payable to a Purchaser under this Section 2.6(b) shall be 35.0% of the aggregate amount paid by such Purchaser pursuant to this Agreement. If the Company fails to pay any partial liquidated damages pursuant to this Section in full within seven (7) days after the date payable, the Company will pay interest thereon at a rate of 12.0% per annum (or such lesser maximum amount that is permitted to be paid by applicable law) to the Purchaser, accruing daily from the date such partial liquidated damages are due until such amounts, plus all such interest thereon, are paid in full. The partial liquidated damages pursuant to the terms hereof shall apply on a daily pro rata basis for any portion of a month prior to the cure of a breach of this provision.

7. Amendment to Section 2.6(c) of the Purchase Agreement. Section 2.5(c) of the Purchase Agreement shall be deleted in its entirety and replaced with the following:

(c) If, at the time of a Reverse Split Trigger, the Common Stock is listed or approved for listing on a national securities exchange, the Company shall effect a Reverse Split at a ratio within a range of not less than one-for-five (1:5) and not more than one-for-two-hundred-fifty (1:250) within five (5) calendar days following the Reverse Split Trigger. The Company represents and warrants that, as of the date hereof, it has obtained the Initial Reverse Split Approvals. The Company shall not delay or defer implementation of the Reverse Split beyond such five (5) calendar day period. The Company shall effect such a Reverse Split upon any occurrence or successive occurrences of any Reverse Split Trigger and any time a Reverse Split Trigger Occurs.

If for any reason the Company cannot effect a Reverse Split pursuant to the Initial Reverse Split Approval, the Company shall, within two (2) calendar days of being notified of same: (i) publicly announce its intention to effect a Reverse Split of its outstanding Common Stock; and (ii) file with the SEC a preliminary proxy statement on Schedule 14A (or information statement on Schedule 14C) and take all other actions required under the Exchange Act and the listing rules of the Principal Market to call and hold a special meeting of stockholders to approve a Reverse Split. The proposal to be submitted to the stockholders (the “Supplemental Reverse Split Approval”) shall authorize the Board of Directors, in its discretion, at any time within twelve (12) months of stockholder approval, to effect one or more Reverse Splits of all outstanding shares of Common Stock at a ratio or ratios ranging from one-for-five (1:5) up to an aggregate maximum of one-for-two hundred fifty (1:250), with the final ratio or ratios to be determined by the Board in its sole discretion, and to amend the Company’s certificate of incorporation or other charter documents as necessary to effect any such Reverse Split(s); provided, however, that nothing herein shall be deemed to permit the Company to effect multiple reverse stock splits in a manner that would result in the Company becoming ineligible for an additional compliance period under Nasdaq Listing Rule 5810(c)(3)(A)(iv) or any successor rule. The Company shall use reasonable best efforts to hold such special meeting and obtain Stockholder Approval as promptly as practicable following the Reverse Split Trigger, but in no event later than sixty (60) calendar days thereafter, subject to extension for such period as may be reasonably necessary to resolve any comments from the SEC on the Company’s proxy information statement. If the Company seeks stockholder approval by written consent and files an information statement on Schedule 14C, it shall use reasonable best efforts to file and mail such information statement and to cause the Supplemental Reverse Split Approval to become effective within such timeframe, subject to compliance with the twenty (20) calendar day waiting period required by Rule 14c-2 under the Exchange Act.

Should the Company fail to comply with any part of this Section 2.6(c) (a “Reverse Split Failure Event”), in addition to any other rights the Purchasers may have hereunder or under applicable law, on each such Reverse Split Failure Event and on each monthly anniversary of each such Reverse Split Failure Event (if the applicable Reverse Split Failure Event has not been cured by such date) until the applicable Reverse Split Failure Event is cured, the Company shall pay to each purchaser an amount in cash, as partial liquidated damages and not as a penalty, equal to the product of 20.0% multiplied by the aggregate amount paid by such Purchaser pursuant to this Purchase Agreement. The Parties agree that the maximum aggregate liquidated damages payable to a Purchaser under this Section 2.6(c) shall be 35.0% of the aggregate amount paid by such Purchaser pursuant to this Agreement. If the Company fails to pay any partial liquidated damages pursuant to this Section in full within seven (7) days after the date payable, the Company will pay interest thereon at a rate of 12.0% per annum (or such lesser maximum amount that is permitted to be paid by applicable law) to the Purchaser, accruing daily from the date such partial liquidated damages are due until such amounts, plus all such interest thereon, are paid in full. The partial liquidated damages pursuant to the terms hereof shall apply on a daily pro rata basis for any portion of a month prior to the cure of a breach of this provision.

8. Amendment to Section 4.18 of the Purchase Agreement. Section 4.18 of the Purchase Agreement shall be deleted in its entirety and replaced with the following:

4.18. Subsequent Equity Sales.

(a) During the period commencing on the date of the Second Closing and continuing until the six-month anniversary thereof, the Company shall not, without the prior written consent of the Lead Purchaser: (i) raise capital or consummate a financing transaction involving the sale of its Common Stock or Common Stock Equivalents; or (ii) engage any investment bank or other funding source; provided, however, that the foregoing shall not restrict the Company from (a) entering into strategic transactions with universities and other similar entities that are consistent with the Company’s current strategic initiatives (the “Strategic Exemption”), or (b) entering into a sales agreement in connection with an “at the market offering” (as defined in Rule 415 under the Securities Act of 1933, as amended) (an “ATM Offering”), it being understood that (A) the Company shall not file a registration statement in connection with any ATM Offering prior to November 1, 2025, and (B) no securities of the Company may be sold pursuant to any ATM Offering until the earlier of (1) the date on which no Series D Shares or Additional Series D Shares remain outstanding, or (2) the expiration of six (6) months from the date of the Second Closing (the “ATM Exemption” and together with the Strategic Exemption, the “Permitted Equity Exemptions”).

(b) From the date hereof and for so long as any Series D Shares or Additional Series D Shares remain outstanding, the Company shall not enter into any agreement for the sale or issuance of its securities (including securities convertible into or exercisable for Common Stock or Common Stock Equivalents) to any Person (any such person, an “Other Investor”) that provides such Other Investor with rights, terms, or benefits that are more favorable in any material respect that those granted to the Purchasers under this Agreement, without offering the Purchasers such more favorable rights, terms, or benefits. In the event the Company intends to offer such more favorable rights, terms, or benefits to any Other Investor, it shall promptly provide written notice to the Placement Agent and Lead Purchaser (the “MFN Notice”), which shall include reasonable detail of such proposed more favorable terms and any related agreements that are proposed to be entered into in connection therewith. The Lead Purchaser shall have the right, exercisable by written notice to the Company within ten (10) calendar days of receipt of the MFN Notice, to receive the benefit of such more favorable terms, which shall automatically amend this Agreement and any Securities issued to or held by the Purchasers pursuant to this Agreement to incorporate such more favorable terms. If the Lead Purchaser elects to accept such terms, the Company and the Lead Purchaser agree to execute such documentation as may be reasonably necessary to effectuate the amendment of this Agreement and the Securities, including the physical exchange of Securities if required.

(c) Notwithstanding the foregoing, this Section 4.18 shall not apply in respect of an Exempt Issuance, the Permitted Equity Exemptions or as otherwise agreed to in writing by the Company and Lead Purchaser. The Company shall provide each Purchaser with notice of any such issuance or sale in the manner for disclosure of subsequent financings set forth in the Series D COD.

9. Amendment to Section 4.20 of the Purchase Agreement. Section 4.20 of the Purchase Agreement shall be deleted in its entirety and replaced with the following:

4.20. Shareholder Approval. Except as provided in Section 5 of the Series D COD permitting the conversion of the Series D Shares, the Purchaser shall not convert any Series D Shares into Conversion Shares to the extent that it would result in the Purchaser having a beneficial ownership of greater than 19.99% of the issued and outstanding Common Stock of the Company until the Company has obtained the Shareholder Approval (the date of such approval, the “Shareholder Approval Date”) to the issuance of the Conversion Shares resulting in the Holder exceeding beneficial ownership of 19.99% of the issued and outstanding shares of Common Stock of the Company due to the aggregate number of shares of Common Stock issued after giving effect to the issuance of said Conversion Shares issuable upon such conversion of the Series D Shares offered by the Company pursuant to the Transaction Documents exceeding 19.99% of all shares of Common Stock issued and outstanding on the Closing Date, subject to pro rata adjustment in connection with any stock splits, stock dividends, or similar changes to the Company’s capitalization after the Closing Date. The Company shall file an information statement with the SEC on Schedule 14C within 5 business days of the Second Closing for the purpose of complying rules and regulations applicable to the Company obtaining the obtaining Shareholder Approval by the written Shareholder Consent.

10. Waiver. The Purchaser’s hereby acknowledge, understand and agreed that, upon this Amendment being executed by Purchaser’s holding at least 50.1% in interest in the Securities issued and sold at the Initial Closing in accordance with Section 5.5 of the Purchase Agreement, Purchaser’s hereby consent to this Amendment and the issuance of the Additional Series D Shares.

11. Survival. Other than as expressly modified pursuant to this Amendment, all of the terms, conditions, and other provisions of the Purchase Agreement remains unchanged and shall continue to be in full force and effect in its entirety, which such terms are hereby ratified and confirmed.

12. Headings. The headings contained in this Amendment are for reference purposes only and shall not affect in any way the meaning or interpretations of this Amendment.

13. Governing Law. This Amendment shall be governed by and construed in accordance with the laws of the State of Delaware without regard to its rules of conflict of laws.

14. Effect of Amendment. From and after the date hereof, all references in the Transaction Documents to the Purchase Agreement shall be deemed to refer to the Purchase Agreement as amended by this Amendment. The Purchase Agreement, as amended by this Amendment, together with the Exhibits and Schedules hereto, constitutes the entire agreement of the parties with respect to the subject matter hereof.

15. Counterparts; Electronic Signature. This Amendment may be executed in two (2) or more counterparts, each of which shall be deemed an original, but all of which together shall constitute one and the same instrument. Counterparts may be delivered via facsimile, electronic mail (including pdf or any electronic signature complying with the U.S. federal ESIGN Act of 2000, e.g., www.docusign.com) or other transmission method and any counterpart so delivered shall be deemed to have been duly and validly delivered and be valid and effective for all purposes.

[Remainder of Page Intentionally Left Blank]

IN WITNESS WHEREOF, the parties have caused this Amendment to be executed and delivered by their respective authorized signatories as of the date first indicated above.

[Amendment to Securities Purchase Agreement]

IN WITNESS WHEREOF, the parties hereto have caused this Amendment to be duly executed by their respective authorized signatories as of the date first indicated above.

Name of Additional Purchaser: ____________________________

Signature of Authorized Signatory of Purchaser: ____________________________________

Name of Authorized Signatory: _______________________________________________

Title of Authorized Signatory: ___________________________________________________

Email Address of Authorized Signatory: _______________________________________________

Facsimile Number of Authorized Signatory: ____________________________________________

Address for Notice to Purchaser: ________________________________________________

Address for Delivery of Securities to Purchaser (if not same as address for notice):

Additional Subscription Amount: $ _______________________

Additional Series D Shares: ________________________

Warrant Exercise Amount: $_________

EIN Number: ___________________________

[Amendment to Securities Purchase Agreement]

IN WITNESS WHEREOF, the parties hereto have caused this Amendment to be duly executed by their respective authorized signatories as of the date first indicated above.

[Amendment to Securities Purchase Agreement]

EXHIBIT A

FORM OF FIRST AMENDMENT TO SERIES D COD

[see attached]

EXHIBIT B

FORM OF AMENDMENT TO

REGISTRATION RIGHTS AGREEMENT

[see attached]

Exhibit 10.2

AMENDMENT

TO

REGISTRATION RIGHTS AGREEMENT

THIS AMENDMENT TO REGISTRATION RIGHTS AGREEMENT (this “Amendment”) is made as of September 23, 2025, by and among Digital Brands Group, Inc., a Delaware corporation (the “Company”), and each purchaser identified on the signature pages hereto (each, including its successors and assigns, each a “Purchaser” and collectively, the “Purchasers”).

WHEREAS, on August 8, 2025, the parties hereto entered into that certain Securities Purchase Agreement (the “Purchase Agreement”), the Company sold an aggregate of 14,031.25 shares of its Series D Convertible Preferred Stock par value $0.0001 per share (the “Series D Preferred Stock”), for a purchase price of $800 per share to the Purchasers pursuant to the terms and provisions of the Purchase Agreement and that certain Certificate of Designations, Preferences and Rights of the Series D Convertible Preferred Stock (the “Series D COD”) which was filed with the Secretary of State of the State of Delaware (the “Delaware Secretary of State”) on August 8, 2025;

WHEREAS, the Initial Closing (as defined in the Agreement) occurred on August 8, 2025;

WHEREAS, in connection with the transactions contemplated by the Purchase Agreement, the Company and the Purchasers entered into that certain Registration Rights Agreement dated as of August 8, 2025 (the “Original RRA”);

WHEREAS, on the date hereof, the Company and the Purchasers entered into that certain Amendment and Addendum to the Purchase Agreement;

WHEREAS, pursuant to Section 6(e) of the Original RRA, the provisions of the Original RRA may not be amended, modified, or supplemented, and waivers or consents to departures therefrom may not be given, except in a written instrument signed by the Company and the Holders of more than fifty percent (50%) of the Registrable Securities, including the Lead Investor, and any such amendment, modification, waiver or consent shall be effective in accordance with the terms set forth therein;

WHEREAS, the Company and the Purchasers, representing all of the Holders of Registrable Securities, desire to amend the Original RRA in accordance with Section 6(e) thereof.

NOW, THEREFORE, in consideration of the foregoing and the mutual agreements and covenants set forth herein, and for other good and valuable consideration, the receipt and sufficiency of which are hereby acknowledged, the parties hereto hereby agree as follows:

1. Defined Terms. Capitalized terms used but not otherwise defined herein have the meanings ascribed to such terms in the Original RRA.

2. Amendment to Definition of “Filing Date” in the RRA. The definition of “Filing Date” in the RRA shall be deleted in its entirety and replaced with the following:

“Filing Date” means, with respect to the Initial Registration Statement required hereunder, December 1, 2025, and with respect to any additional Registration Statements which may be required pursuant to this Agreement, the earliest practical date on which the Company is permitted by SEC Guidance to file such additional Registration Statements related to the Registrable Securities

3. Amendment to Definition of “Effectiveness Date” in the RRA. The definition of “Effectiveness Date” in the RRA shall be deleted in its entirety and replaced with the following

“Effectiveness Date” means, with respect to the Initial Registration Statement required to be filed hereunder or any other Registration Statement, sixty (60) days following the Filing Date; provided, however, that in the event the Company is notified by the Commission that one or more of the Registration Statements will not be reviewed or is no longer subject to further review and comments, the Effectiveness Date as to such Registration Statement shall be the fifth (5th) Trading Day following the date on which the Company is so notified if such date precedes the date otherwise required above.

4. Amendment to Definition of “Registrable Securities” in the RRA. The definition of “Registrable Securities” in the RRA shall be deleted in its entirety and replaced with the following

“Registrable Securities” means (a) all of the shares of Common Stock issuable upon conversion of the Series D Shares issued pursuant to the Purchase Agreement and the Addendum and (b) any securities issued or issuable upon any stock split, dividend or other distribution, recapitalization or similar event with respect to the foregoing provided, however, that any such Registrable Securities shall cease to be Registrable Securities (and the Company shall not be required to maintain the effectiveness of any, or file another, Registration Statement hereunder with respect thereto) for so long as (a) a Registration Statement with respect to the sale of such Registrable Securities is declared effective by the Commission under the Securities Act and such Registrable Securities have been disposed of by the Holder in accordance with such effective Registration Statement, (b) such Registrable Securities have been previously sold in accordance with Rule 144, or (c) such securities become eligible for resale without volume or manner-of-sale restrictions and without current public information pursuant to Rule 144.

5. Ratification. To the extent not expressly amended hereby, the parties hereto acknowledge and agree that the Original RRA remains unchanged and in full force and effect in its entirety, which such terms are hereby ratified and confirmed.

6. Governing Law. This Amendment shall be governed by and construed in accordance with the laws of the State of Delaware without regard to its rules of conflict of laws.

7. Effective Date. This Amendment shall become effective upon the execution and delivery hereof by the Company and the Purchasers constituting the Holders required under Section 6(e) of the Original RRA.

8. Effect of Amendment/Conflicts. Whenever the Original RRA is referred to in the Transaction Documents, or in any other agreements, documents and instruments, such reference shall be deemed to be to the Original RRA as amended by this Amendment, as applicable. The Original RRA, as amended by this Amendment, constitutes the entire agreement of the parties with respect to the subject matter hereof. In the event of any conflict between the terms of this Amendment and the terms of the Original RRA, the terms of this Amendment shall control.

9. Severability. If any term, provision, covenant or restriction of this Amendment is held by a court of competent jurisdiction to be invalid, illegal or unenforceable, the remainder of the terms, provisions, covenants and restrictions set forth herein shall remain in full force and effect and shall in no way be affected, impaired or invalidated.

10. Headings. The headings in this Amendment are for convenience of reference only and shall not limit or otherwise affect the meaning or interpretation of this Amendment.

11. Counterparts; Facsimile. This Amendment may be executed in two (2) or more counterparts, each of which shall be deemed an original, but all of which together shall constitute one and the same instrument. Counterparts may be delivered via facsimile, electronic mail (including pdf or any electronic signature complying with the U.S. federal ESIGN Act of 2000, e.g., www.docusign.com) or other transmission method and any counterpart so delivered shall be deemed to have been duly and validly delivered and be valid and effective for all purposes.

[Remainder of Page Intentionally Left Blank]

IN WITNESS WHEREOF, the parties have caused this Amendment to be executed and delivered by their respective authorized signatories as of the date first indicated above.

[Signature Page to Amendment to Registration Rights Agreement]

[Signature Page to Amendment to Registration Rights Agreement]

Exhibit 99.1

Digital Brands Group Amends Series D PIPE Financing to Provide for Additional $1.5 Million Investment

Austin, TX, September 24, 2025 (GLOBE NEWSWIRE) – Digital Brands Group, Inc. (NASDAQ: DBGI) (“DBG” or the “Company”), a publicly traded company specializing in eCommerce and Fashion, today announced that it has amended its previously reported private investment in public equity financing (the “PIPE Financing”) to provide for an additional investment of approximately $1,500,000, before deducting offering fees and expenses.

As previously reported by the Company, on August 8, 2025 the Company entered into a Securities Purchase Agreement (the “Purchase Agreement”) in connection with the PIPE Financing providing for the sale and issuance of up to 14,031.25 shares of its Series D Convertible Preferred Stock (the “Series D Preferred Stock”) to accredited investors (the “Initial Investors”), which shares are convertible into shares of the Company’s common stock, par value $0.0001 per share (the “Common Stock”), subject to beneficial ownership limitations set by the Investors, at a conversion price equal to 80% of the lowest closing price of the Common Stock for each of the five trading days immediately prior to such conversion. The initial closing under the Purchase Agreement occurred on August 13, 2025 (the “Initial Closing”).

On September 23, 2025, the Company and the Initial Investors in the PIPE Financing agreed to amend the Purchase Agreement (the “Amendment”) to provide for, among other things, the Company’s sale and issuance of an additional 1,875shares of Series D Preferred Stock (the “Additional Series D Shares”) in the PIPE Financing to an additional accredited investor (the “Additional Investor” and together with the Initial Investors, the “PIPE Investors”). The aggregate cash purchase price paid for the Series D Preferred Stock is $1,500,000, having a stated value of $2,156,250.

The additional Series D Shares are subject to the same conversion terms as the shares of Series D Preferred Stock issued at the Initial Closing. The Company currently anticipates closing on the sale and issuance of the Additional Series D Shares on or about September 26, 2025 (the “Second Closing”), which Second Closing is subject to customary closing conditions for similar transactions. Pursuant to the Amendment, the Company and Initial Investors also agreed to amend the Registration Rights Agreement entered into at the Initial Closing to set the Company’s deadline to file the resale registration statement covering the resale of the shares of Common Stock issuable upon conversion of the Series D Preferred Stock as December 1, 2025.

RBW Capital Partners LLC (a division of Dawson James Securities, Inc,) acted as the placement agent in connection with the PIPE Financing.

The securities being offered and sold by the Company in the PIPE Financing have not been registered under the Securities Act of 1933, as amended (the “Securities Act”), or state securities laws, and may not be offered or sold in the United States absent registration with the U.S. Securities and Exchange Commission (the “SEC”) or an applicable exemption from such registration requirements. The securities were offered only to accredited investors. The Company has agreed to file one or more registration statements with the SEC covering the resale of the unregistered shares of Common Stock issuable upon the conversion of the Series D Preferred Stock.

This press release shall not constitute an offer to sell or the solicitation of an offer to buy these securities, nor shall there be any sale of these securities in any state or jurisdiction in which such offer, solicitation or sale would be unlawful prior to registration or qualification under the securities laws of any such state or jurisdiction.

About Digital Brands Group

We offer a wide variety of apparel through numerous brands on a direct-to-consumer and wholesale basis. We have created a business model derived from our founding as a digitally native-first vertical brand. We focus on owning the customer’s “closet share” by leveraging their data and purchase history to create personalized targeted content and looks for that specific customer cohort.

Digital Brands Group, Inc. Company Contact

Hil Davis, CEO

Email: invest@digitalbrandsgroup.co

https://ir.digitalbrandsgroup.co

Caution Regarding Forward-Looking Statements

Certain statements in this announcement are forward-looking statements. Investors can identify these forward-looking statements by words or phrases such as “may,” “will,” “expect,” “anticipate,” “aim,” “estimate,” “intend,” “plan,” “believe,” “is/are likely to,” “potential,” “continue” or other similar expressions. These statements are subject to uncertainties and risks including, but not limited to, the risk factors discussed in the Risk Factors and in Management’s Discussion and Analysis of Financial Condition and Results of Operations sections of our Forms 10-K, 10-Q and other reports filed with the SEC and available at www.sec.gov. Although the Company believes that the expectations expressed in these forward-looking statements are reasonable, it cannot assure you that such expectations will turn out to be correct, including, but not limited to, the consummation of the Second Closing as currently anticipated by the Company, or at all, and the Company cautions investors that actual results may differ materially from the anticipated results and encourages investors to review other factors that may affect its future results in the Company’s filings with the SEC. Additional factors are discussed in the Company’s filings with the SEC, which are available for review at www.sec.gov. The Company undertakes no obligation to update or revise publicly any forward-looking statements to reflect subsequent occurring events or circumstances, or changes in its expectations that arise after the date hereof, except as may be required by law.