Company: GAME
Filing Date: 2025-10-21
Form Type: DEFA14A
Source: 0001493152-25-018729
Chunk: 0

Company: GameSquare Holdings, Inc.
Filing Date: 2025-10-21
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 October 21, 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.

<div align='center'>GameSquare Reminds Shareholders to Vote Ahead of November 4, 2025 Annual Meeting

The Board of Directors Urges Shareholders to Vote by October 31, 2025 at 11:59 p.m., Central Time on Proxy Proposals

ISS Recommends Shareholders Vote “FOR” on all Proposals</div>

Frisco, Texas, October 21, 2025— GameSquare Holdings, Inc. (“GameSquare” or the “Company”) announced that it has rescheduled its Annual Meeting of Shareholders (the “Annual Meeting”) until November 4, 2025. The Annual Meeting was adjourned to provide shareholders with additional time to vote.

Institutional Shareholder Services (ISS), an industry leading independent proxy advisory firm,