Pineapple Financial

PAPL

Market cap $26.1M

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.

83 new licensed mortgage agents added to national broker network in 2026, highlighting efficacy of AI-powered recruitment initiative as part of operational transformation strategy Network expansion positions Pineapple to bolster market share heading into peak Canadian summer mortgage season Toronto, Ontario--(Newsfile Corp. - May 5, 2026) - Pineapple Financial Inc. (NYSE American: PAPL) ("Pineapple" or "the Company"), a leading fintech platform, today announced initial progress achieved from its AI-enabled mortgage agent recruiting initiatives. The Company has added 83 new licensed agents since the beginning of 2026, underscoring growing onboarding momentum in its national broker network.

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Toronto, Ontario--(Newsfile Corp. - April 30, 2026) - Pineapple Financial Inc. (NYSE American: PAPL) ("Pineapple" or "the Company"), a leading fintech platform, today announced that members of its leadership and advisory team will participate in upcoming investor and industry conferences in May. Full details of the events can be found below.

Expanded Buyback Signals Management's Commitment to Long-Term Value; Repurchases to Commence Immediately Toronto, Ontario--(Newsfile Corp. - April 22, 2026) - Pineapple Financial Inc. (NYSE American: PAPL), ("Pineapple" or "the Company"), a leading fintech platform, today announced that its Board of Directors has approved an expansion of its previously announced share repurchase program, increasing the aggregate authorization from US$3,000,000 to up to US$15,000,000 of Pineapple's common shares. The Company also announced that it intends to commence repurchasing shares immediately under the previously approved US$3,000,000 authorization, subject to applicable securities laws and the absence of material non-public information at the time of purchase.

Pineapple Financial Inc. (PAPL) Q2 2026 Earnings Call Transcript

Reports Q2 2026 Gross Billings of $3.3 Million and Revenue of $0.7 Million Generates $0.324 Million in Adjusted EBITDA and $0.125 in Adjusted Operating Income Reaffirms Path to Long-Term Profitability Through Structural Cost Reductions and Improved Operating Leverage Toronto, Ontario--(Newsfile Corp. - April 13, 2026) - Pineapple Financial Inc. (NYSE American: PAPL) ("Pineapple" or the "Company"), a leading fintech platform, today announced its audited financial results for the three and six month period ended February 28, 2026 ("Q2 2026"). "Q2 marked a transition from restructuring to execution, as we strengthened our balance sheet, reduced our cost base, and advanced our Digital Asset Treasury strategy," said Shubha Dasgupta, Chief Executive Officer of Pineapple Financial.

Toronto, Ontario--(Newsfile Corp. - April 9, 2026) - Pineapple Financial Inc. (NYSE American: PAPL) ("Pineapple" or "the Company"), a leading fintech platform, today announced that it will host a virtual fireside chat on Thursday, April 16, 2026, at 11:00 A.M. ET. The Company expects to report its second quarter 2026 financial results on Monday, April 13, 2026 before market open.

Appoints Digital Asset Treasury Advisor, Bringing Institutional Portfolio Construction and Capital Strategy Expertise Toronto, Ontario--(Newsfile Corp. - April 2, 2026) - Pineapple Financial Inc. (NYSE American: PAPL) ("Pineapple" or "the Company"), a leading fintech platform, today announced the appointment of Canary Capital as a strategic advisor to the Company's Digital Asset Treasury strategy ("DAT"). Canary Capital was a key participant in Pineapple's $100 million private placement completed in September 2025 and will provide advisory support on treasury strategy and capital deployment.

Toronto, Ontario--(Newsfile Corp. - March 30, 2026) - Pineapple Financial Inc. (NYSE: PAPL), a leading fintech platform, announced that as previously disclosed in its Annual Report on Form 10-K for the year ended August 31, 2025, which was filed on December 3, 2025, and as amended and filed on December 12, 2025 with the Securities and Exchange Commission, the audited consolidated financial statements, contained an audit report from its independent registered public accounting firm that included an explanatory paragraph related to the Company's ability to continue as a going concern. See further discussion in footnote 1 to the Company's audited consolidated financial statements included in the Company's Annual Report on Form 10-K.