Pineapple Financial Provides Update on Share Repurchase Program and Digital Asset Treasury

Approximately 554,581 Shares Repurchased and Retired to Date Under Expanded Buyback Authorization Digital Asset Treasury Valued at Approximately $52.53 Million; Current mNAV Estimated at 0.82x Toronto, Ontario--(Newsfile Corp. - May 20, 2026) - Pineapple Financial Inc. (NYSE American: PAPL) ("Pineapple" or "the Company"), a leading fintech platform, today provided an update regarding its previously announced share repurchase program. Following the launch of the Company's expanded authorization, Pineapple has begun retiring repurchased common shares and expects to retire additional shares on an ongoing basis as purchases are executed in the open market, in accordance with applicable securities laws.