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Pineapple Financial Engages Monarq Asset Management to Lead Its Digital Asset Treasury Yield Strategy

Monarq to oversee portfolio construction and yield optimization across Pineapple's Digital Asset Treasury under a governance-led capital allocation framework Toronto, Ontario--(Newsfile Corp. - March 19, 2026) - Pineapple Financial Inc. (NYSE American: PAPL) ("Pineapple" or "the Company"), a leading fintech platform, today announced that it has engaged Monarq Asset Management to lead the hands-on yield strategy and portfolio construction for its Digital Asset Treasury ("DAT"). Monarq was a key participant in Pineapple's $100 million private placement completed in September 2025 and is expanding its role to support the day-to-day execution of the Company's treasury allocation and yield optimization framework.

Pineapple Financial Authorizes $3 Million Share Repurchase Program

Buyback Authorization Reflects Management Commitment to Building Long-Term Shareholder Value Toronto, Ontario--(Newsfile Corp. - March 12, 2026) - Pineapple Financial Inc. (NYSE American: PAPL) ("Pineapple" or "the Company"), a leading fintech platform, today announced that its Board of Directors has authorized a share repurchase program for up to US$3,000,000 of the Company's common shares in the open market. "Our decision to authorize this share repurchase program reflects our conviction in Pineapple's long-term strategy and the strength of the operating model we've built," said Shubha Dasgupta, Chief Executive Officer of Pineapple Financial.

Pineapple Financial Announces Operational Transformation Strategy and AI-Empowered Sales Expansion; Initiatives Include Reduction in Annualized Costs by More Than $2.5 Million and Launch of AI-Powered Agent Growth Platform

AI Deployment, Agent Onboarding Automation and Permanent Expense Reductions Expected to Improve Operating Leverage and Earnings Durability Workforce Realignment Significantly Reduces Monthly Cash Burn by More Than 50% Strengthened Core Mortgage Platform Positions Company for Scalable Growth, AI-Driven Search and Sales Expansion Initiative to Reach 40,000+ Agents Nationwide Toronto, Ontario--(Newsfile Corp. - March 10, 2026) - Pineapple Financial Inc. (NYSE American: PAPL) ("Pineapple" or the "Company"), a leading fintech platform, today announced a comprehensive operational restructuring as part of its 2026 Core Mortgage Platform strategy. When complete, the structural reset will materially lower the Company's fixed cost base, strengthening operating leverage as Pineapple enters its next phase of execution.

Pineapple Financial to Participate in Upcoming Webull Digital Asset Treasury Webinar

Toronto, Ontario--(Newsfile Corp. - March 6, 2026) - Pineapple Financial Inc. (NYSE American: PAPL) ("Pineapple" or "the Company"), a leading fintech platform, today announced that a member of its leadership team will participate in the Webull Crypto and Digital Asset Treasury Webinar on March 11th. Full details of the event can be found below: Webull Crypto DAT Virtual Webinar Date: Wednesday, March 11, 2026 Presentation Time: 1:40 PM ET Presenter: Anthony Georgiades, Director, Pineapple Financial Type: Investor Presentation Anthony Georgiades is a member of Pineapple Financial's Board of Directors and serves as a General Partner at Innovating Capital, where he focuses on investments in cybersecurity, enterprise infrastructure, and Web3 technologies.