Mr. Justin Kenna reports

PAUL IOAKIM APPOINTED GAMESQUARE S HEAD OF EVENTS

Gamesquare Holdings Inc. has appointed Paul Ioakim head of events to support Gamesquare's emerging events business. Mr. Ioakim brings over 16 years of unparallelled experience in crafting award-winning events and experiences for some of the world's most prominent brands. Prior to joining Gamesquare, Ioakim was director of development at Redrock Entertainment, and has held positions at the Australian Football League and Ncompass International. His expertise encompasses the production of large-scale events and immersive experiences that generate revenue by driving strategic sponsorships and engaging consumers.

Justin Kenna, chief executive officer of Gamesquare, commented: "To support our growing experiences business, I am pleased to announce the addition of Paul to our team. Paul brings 16 years of events and marketing experience, and I am excited to see the growth of our events business under Paul's leadership, as our brand partners look for new, innovative ways to drive customer engagement."

Gamesquare's emerging events business aims to elevate brand engagement through immersive experiences, owned and talent-led event IP, and strategic sponsorship initiatives. Under Mr. Ioakim's leadership, Gamesquare is poised to build upon its recent success creating large-scale events such as the 2022 TimTheTatman Tailgate. In addition, Gamesquare is focused on leveraging growing market demand as companies seek to host unique events and immersive experiences that drive powerful connections between brands and their customers.

Additionally, the company, in the ordinary course of business, has entered into shares for debt and shares for services agreements.

Shares for debt

The company has entered into an agreement with an arm's-length third party pursuant to which the company intends to complete a shares for debt transaction in accordance with TSX Venture Exchange policies. The company intends to settle an aggregate outstanding liability in the amount of $500,000 in exchange for an issuance of 12,500 shares of the company's common shares (based on a previously agreed deemed issue price). Such shares issued pursuant to the shares for debt transaction are subject to a four-month hold period, which will expire on the date that is four months and one day from the date of issuance.

Shares for services

The company previously entered into an arm's-length consulting agreement dated May 2, 2023, with Blue Sky Trading and Consulting Ltd., pursuant to which Blue Sky shall provided capital markets advice to the company for a period of six months, which has now come to an end. As consideration payable to Blue Sky under the consulting agreement, the company has agreed to issue Blue Sky 63,300 of the company's common shares at an issue price of $6.00 per share. All common shares issued pursuant to such arrangement are subject to a hold period of four months plus a day from the date of issuance of the common shares in accordance with applicable securities legislation and the polices of the TSX Venture Exchange.

In addition, the company previously entered into an agreement with Blue Sky dated May 2, 2023, pursuant to which Blue Sky has and will continue to assist the company in arranging a more orderly market for the company's common shares and improving the liquidity of the trading of the company's common shares. The company pursuant to the arrangement shall continue to pay Blue Sky $25,000 per month, and since inception of the arrangement the company has paid Blue Sky $150,000.

The foregoing transactions remain subject to final approval by the TSX-V.

About Gamesquare Holdings Inc.

Gamesquare is a vertically integrated, digital media, entertainment and technology company that connects global brands with gaming and youth culture audiences. The company's end-to-end platform includes GCN, a digital media company focused on gaming and e-sports audiences; Cut+Sew (Zoned), a gaming and lifestyle marketing agency, United States; Code Red Esports Ltd., a United Kingdom-based e-sports talent agency; Complexity Gaming, a leading e-sports organization; Fourth Frame Studios, a creative production studio; Mission Supply, a merchandise and consumer products business; Frankly Media, programmatic advertising; Stream Hatchet, live streaming analytics; and Sideqik, a social influencer marketing platform.

We seek Safe Harbor.