Company: GAME
Filing Date: 2025-09-18
Form Type: DEFA14A
Source: 0001493152-25-014054
Chunk: 0

Company: GameSquare Holdings, Inc.
Filing Date: 2025-09-18
Form: DEFA14A
Chunk 0
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<div align='center'>UNITED STATES
SECURITIES AND EXCHANGE COMMISSIONWashington, D.C. 20549

SCHEDULE 14A

Proxy Statement Pursuant to Section 14(a) of
the Securities Exchange Act of 1934</div>

| Filed                                
 by the Registrant                    | ☒ |
| Filed                                
 by a Party other than the Registrant | ☐ |

Check the appropriate box:

| ☐ | Preliminary                                                       
 Proxy Statement                                                   |
| ☐ | Confidential,                                                     
 for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) |
| ☐ | Definitive                                                        
 Proxy Statement                                                   |
| ☒ | Definitive                                                        
 Additional Materials                                              |
| ☐ | Soliciting                                                        
 Material under §240.14a-12                                        |

<div align='center'>GAMESQUARE HOLDINGS, INC.

(Name of Registrant as Specified In Its Charter)

Name of Person(s) Filing Proxy Statement, if other than the Registrant</div>

Payment of Filing Fee (Check the appropriate box):

| ☒ | No                                                                                               
 fee required.                                                                                    |
| ☐ | Fee                                                                                              
 paid previously with preliminary materials.                                                      |
| ☐ | Fee                                                                                              
 computed on table in exhibit required by Item 25(b) per Exchange Act Rules 14a-6(i)(1) and 0-11. |

<div align='center'>GAMESQUARE HOLDINGS INC.

6775 Cowboys Way, Ste. 1335

Frisco, Texas 75034

SUPPLEMENT TO PROXY STATEMENT

FOR THE ANNUAL MEETING OF STOCKHOLDERS

TO BE HELD ON OCTOBER 7, 2025</div>

Explanatory Note: This proxy statement supplement, dated September 18, 2025, supplements the definitive proxy statement on Schedule 14A (together with subsequent supplements, the “Proxy Statement”) of GameSquare Holdings Inc. that was filed with the Securities and Exchange Commission (the “SEC”) on September 8, 2025, in connection with the annual meeting of stockholders to be held on October 7, 2025 (the “Annual Meeting”). Except as specifically supplemented by the information contained in this supplement, all information set forth in the Proxy Statement continues to apply and should be considered in voting your shares.

Appointment of Proxy Solicitor

Subsequent to filing the Proxy Statement, we engaged Laurel Hill Advisory Group,