Company: GAME
Filing Date: 2025-09-29
Form Type: DEFA14A
Source: 0001493152-25-015888
Chunk: 0

Company: GameSquare Holdings, Inc.
Filing Date: 2025-09-29
Form: DEFA14A
Chunk 0
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<div align='center'>UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, 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. |

Explanatory Note: On September 29, 2025, GameSquare Holdings, Inc. (the “Company”) issued the following press release in connection with the Company’s 2025 Annual Meeting of Stockholders. A copy of the press release can be found below

GameSquare Urges Shareholders to Vote by October 6 on Proxy Proposals

Frisco, Texas, September 29, 2025— GameSquare Holdings, Inc. (“GameSquare” or the “Company”) reminds shareholders of record as of September 5, 2025 of the Company’s upcoming annual meeting, which will be held on October 7, 2025 at 12:00 p.m. CT. Shareholders of record as of September 5, 2025 will be able to attend the Annual Meeting virtually by visiting https://meetnow.global/M2RRVHC.

Shareholders are advised to vote their shares well in advance of the proxy voting deadline of 11:59 p.m. CT, on October 6, 2025. The proposals are