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

<p style="text-align: center;"><i>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  </i></p><p style="text-align: center;"><i>Network expansion positions Pineapple to bolster market share heading into peak Canadian summer mortgage season</i></p><p>Toronto, Ontario--(Newsfile Corp. - May 5, 2026) - Pineapple Financial Inc. (NYSE:<a class="ticker" href="https://www.benzinga.com/quote/PAPL">PAPL</a>) ("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. </p><p>The Company largely attributes the acceleration in new agent additions to the AI-driven recruitment and onboarding tools previously announced as part of its operational transformation strategy. Since the deployment of these tools, Pineapple has seen meaningful improvements across its recruitment pipeline, with new agents moving from initial contact to active status in significantly less time than under the Company's previous manual processes. The AI-powered platform continues to proactively engage mortgage professionals across Canada as part of the Company's initiative to reach over 40,000 agents nationwide.</p><p>"The AI tools we've implemented are performing precisely as intended, streamlining the recruitment process and significantly reducing the time required to onboard new agents," said Shubha Dasgupta, CEO of Pineapple Financial. "Bringing on 83 new licensed agents since the beginning of 2026 demonstrates how effectively these solutions are scaling broker participation in Pineapple's mortgage infrastructure. By minimizing manual onboarding tasks, our team can focus more on supporting agents in closing deals and growing their businesses." </p><p>Early success achieved by the Company's AI-driven recruiting and onboarding initiative has created momentum for a broader evaluation of how AI can enhance additional areas of the business. By building on this foundation, the Company is actively expanding its use of AI with the aim of strengthening internal capabilities and better supporting a growing agent base as it scales.</p><p>"We've proven the model in recruiting and onboarding, and now we're looking at how it can be extended across the organization," continued Mr. Dasgupta. "We look forward to sharing further developments as these efforts continue to evolve and grow."</p><p><b>About Pineapple Financial Inc.</b></p><p>Pineapple Financial Inc. is an award-winning fintech and leading Canadian mortgage brokerage network, focusing on both the long-term success of agents and brokers as well as the overall experience of homeowners. With hundreds of brokers within the network, Pineapple creates cutting-edge cloud-based tools and AI-driven systems to enable its brokers to help Canadians realize their dream of owning a home. Pineapple is active within the community and is proud to sponsor charities across Canada to improve the lives of fellow Canadians.</p><p><i><b>Safe Harbor Forward-Looking Statements</b></i></p><p><i>Certain statements in this announcement are forward-looking statements. These forward-looking statements involve known and unknown risks and uncertainties. They are based on the Company's current expectations and projections about future events that the Company believes may affect its financial condition, results of operations, business strategy and economic needs. The Company undertakes no obligation to update or revise publicly any forward-looking statements to reflect subsequent occurring events or circumstances or changes in its expectations that arise after the date hereof, except as may be required by law. These statements are subject to uncertainties and risks including, but not limited to, the uncertainties related to market conditions, general economic conditions, changes in the Canadian mortgage market, regulatory developments, competition, technology risks, and the Company's ability to execute on its stated plans. Although the Company believes that the expectations expressed in these forward-looking statements are reasonable, it cannot assure that such expectations will be correct. The Company cautions investors that actual results may differ materially from the anticipated results and encourages investors to review other factors that may affect its future results in the Company's filings with the SEC, which are available for review at </i><a href="https://api.newsfilecorp.com/redirect/YEJZ3tMRKm"><i>www.sec.gov</i></a><i>.</i></p><div id="contactInfo"><p><b>Media Contact:</b><br />KCSA Strategic Communications<br />Kristin Cwalinski<br /><a href="mailto:pineapple@kcsa.com">pineapple@kcsa.com</a></p><p><b>Investor Relations:</b><br />KCSA Strategic Communications<br />Jack Perkins<br /><a href="mailto:pineapple@kcsa.com">pineapple@kcsa.com</a></p></div><p><b>Follow us on social media:</b><br />Instagram: <a href="https://api.newsfilecorp.com/redirect/0pvD3hkMYY">@pineapplemortgage</a>  <a href="https://api.newsfilecorp.com/redirect/RYDZptOMv3">@empoweredbypineapple</a><br />Facebook: <a href="https://api.newsfilecorp.com/redirect/WAjZVSMx2y">Pineapple Mortgage</a><br />LinkedIn: <a href="https://api.newsfilecorp.com/redirect/qpgZNhK8Nq">Pineapple Mortgage</a><br />X (Formerly Twitter): <a href="https://api.newsfilecorp.com/redirect/nogZ2SMZxq">@PAPLpineapple</a></p><p id="corporateNewsLogoContainer"><img src="https://images.newsfilecorp.com/files/8217/295827_654bfb5f34330b32_logo.jpg" id="corporateNewsLogo" alt="Corporate Logo" /></p><p id="corporateLinkBack">To view the source version of this press release, please visit <a href="https://api.newsfilecorp.com/redirect/KL5KphJmBy">https://www.newsfilecorp.com/release/295827</a></p><p><img src="https://api.newsfilecorp.com/newsinfo/295827/197" alt="" /></p>

PAPL

Pineapple Financial Announces Initial Impact of AI-Powered Mortgage Agent Recruiting and Onboarding Initiatives

Pineapple Financial Expands Its Broker Network with AI Innovations

<section class="insight" data-version="1">
  <section data-block="information">
    <h3>Information</h3>
    <p>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</p>
  </section>

  <section data-block="ai-summary-paragraph">
    <h3>AI Summary</h3>
    <p>Pineapple Financial Inc. has successfully onboarded 83 new mortgage agents in 2026, driven by AI-enhanced recruitment tools. This operational transformation positions the company to bolster its market share ahead of the peak Canadian mortgage season, with potential future benefits from expanding AI applications.</p>
  </section>

  <section data-block="ai-summary-bullets">
    <h3>Key Points</h3>
    <ul><li>PAPL added 83 licensed mortgage agents in 2026 thus far.</li><li>The growth results from AI recruitment tools improving onboarding speed.</li><li>PAPL aims to expand its national broker network towards 40,000 agents.</li><li>This achievement positions PAPL to capture market share in summer 2026.</li><li>CEO emphasizes potential scaling of AI use across more processes.</li></ul>
  </section>

  <section data-block="companies-mentioned">
    <h3>Companies Mentioned</h3>
    <ul><li><strong>Pineapple Financial Inc. (PAPL)</strong>: Leading the fintech sector with an expanding mortgage brokerage network.</li></ul>
  </section>

  <section data-block="category">
    <h3>Corporate Developments</h3>
    <p>This press release falls under &#039;Corporate Developments&#039; as it highlights operational initiatives that directly impact PAPL&#039;s growth strategy and market positioning. The focus on AI-enhanced efficiencies demonstrates a commitment to innovation and scaling operations effectively.</p>
  </section>

  <section data-block="market-moving">
    <h3>Market-Moving</h3>
    <ul><li>AI-driven recruitment may significantly boost PAPL’s operational efficiency and market penetration.</li><li>Increased agent numbers can enhance revenue and service offerings, impacting future earnings.</li><li>Seasonal demand in mortgages could amplify PAPL&#039;s growth trajectory in Q2 and Q3.</li></ul>
  </section>

  <section data-block="key-facts">
    <h3>Key Facts</h3>
    <ul><li>PAPL added 83 new licensed agents in 2026 till May.</li><li>PAPL&#039;s aim is to increase its network to over 40,000 agents.</li><li>The AI tools have reduced the time for onboarding agents.</li><li>PAPL is actively pursuing further AI applications across its business.</li><li>Peak mortgage season in Canada typically occurs in summer months.</li></ul>
  </section>

  <section data-block="trading-thesis">
    <h3>Trading Thesis</h3>
    <p>PAPL could experience upward momentum as it captures market share in the Canadian mortgage sector.</p>
  </section>
</section>


<p style="text-align: center;"><i>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  </i></p><p style="text-align: center;"><i>Network expansion positions Pineapple to bolster market share heading into peak Canadian summer mortgage season</i></p><p>Toronto, Ontario--(Newsfile Corp. - May 5, 2026) - Pineapple Financial Inc. (NYSE:<a class="ticker" href="https://www.benzinga.com/quote/PAPL">PAPL</a>) ("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. </p><p>The Company largely attributes the acceleration in new agent additions to the AI-driven recruitment and onboarding tools previously announced as part of its operational transformation strategy. Since the deployment of these tools, Pineapple has seen meaningful improvements across its recruitment pipeline, with new agents moving from initial contact to active status in significantly less time than under the Company's previous manual processes. The AI-powered platform continues to proactively engage mortgage professionals across Canada as part of the Company's initiative to reach over 40,000 agents nationwide.</p><p>"The AI tools we've implemented are performing precisely as intended, streamlining the recruitment process and significantly reducing the time required to onboard new agents," said Shubha Dasgupta, CEO of Pineapple Financial. "Bringing on 83 new licensed agents since the beginning of 2026 demonstrates how effectively these solutions are scaling broker participation in Pineapple's mortgage infrastructure. By minimizing manual onboarding tasks, our team can focus more on supporting agents in closing deals and growing their businesses." </p><p>Early success achieved by the Company's AI-driven recruiting and onboarding initiative has created momentum for a broader evaluation of how AI can enhance additional areas of the business. By building on this foundation, the Company is actively expanding its use of AI with the aim of strengthening internal capabilities and better supporting a growing agent base as it scales.</p><p>"We've proven the model in recruiting and onboarding, and now we're looking at how it can be extended across the organization," continued Mr. Dasgupta. "We look forward to sharing further developments as these efforts continue to evolve and grow."</p><p><b>About Pineapple Financial Inc.</b></p><p>Pineapple Financial Inc. is an award-winning fintech and leading Canadian mortgage brokerage network, focusing on both the long-term success of agents and brokers as well as the overall experience of homeowners. With hundreds of brokers within the network, Pineapple creates cutting-edge cloud-based tools and AI-driven systems to enable its brokers to help Canadians realize their dream of owning a home. Pineapple is active within the community and is proud to sponsor charities across Canada to improve the lives of fellow Canadians.</p><p><i><b>Safe Harbor Forward-Looking Statements</b></i></p><p><i>Certain statements in this announcement are forward-looking statements. These forward-looking statements involve known and unknown risks and uncertainties. They are based on the Company's current expectations and projections about future events that the Company believes may affect its financial condition, results of operations, business strategy and economic needs. The Company undertakes no obligation to update or revise publicly any forward-looking statements to reflect subsequent occurring events or circumstances or changes in its expectations that arise after the date hereof, except as may be required by law. These statements are subject to uncertainties and risks including, but not limited to, the uncertainties related to market conditions, general economic conditions, changes in the Canadian mortgage market, regulatory developments, competition, technology risks, and the Company's ability to execute on its stated plans. Although the Company believes that the expectations expressed in these forward-looking statements are reasonable, it cannot assure that such expectations will be correct. The Company cautions investors that actual results may differ materially from the anticipated results and encourages investors to review other factors that may affect its future results in the Company's filings with the SEC, which are available for review at </i><a href="https://api.newsfilecorp.com/redirect/YEJZ3tMRKm"><i>www.sec.gov</i></a><i>.</i></p><div id="contactInfo"><p><b>Media Contact:</b><br />KCSA Strategic Communications<br />Kristin Cwalinski<br /><a href="mailto:pineapple@kcsa.com">pineapple@kcsa.com</a></p><p><b>Investor Relations:</b><br />KCSA Strategic Communications<br />Jack Perkins<br /><a href="mailto:pineapple@kcsa.com">pineapple@kcsa.com</a></p></div><p><b>Follow us on social media:</b><br />Instagram: <a href="https://api.newsfilecorp.com/redirect/0pvD3hkMYY">@pineapplemortgage</a>  <a href="https://api.newsfilecorp.com/redirect/RYDZptOMv3">@empoweredbypineapple</a><br />Facebook: <a href="https://api.newsfilecorp.com/redirect/WAjZVSMx2y">Pineapple Mortgage</a><br />LinkedIn: <a href="https://api.newsfilecorp.com/redirect/qpgZNhK8Nq">Pineapple Mortgage</a><br />X (Formerly Twitter): <a href="https://api.newsfilecorp.com/redirect/nogZ2SMZxq">@PAPLpineapple</a></p><p id="corporateNewsLogoContainer"><img src="https://images.newsfilecorp.com/files/8217/295827_654bfb5f34330b32_logo.jpg" id="corporateNewsLogo" alt="Corporate Logo" /></p><p id="corporateLinkBack">To view the source version of this press release, please visit <a href="https://api.newsfilecorp.com/redirect/KL5KphJmBy">https://www.newsfilecorp.com/release/295827</a></p><p><img src="https://api.newsfilecorp.com/newsinfo/295827/197" alt="" /></p>

Pineapple Financial Inc. has successfully onboarded 83 new mortgage agents in 2026, driven by AI-enhanced recruitment tools. This operational transformation positions the company to bolster its market share ahead of the peak Canadian mortgage season, with potential future benefits from expanding AI applications.

Pineapple Financial Announces Initial Impact of AI-Powered Mortgage Agent Recruiting and Onboarding Initiatives

AI Summary

Sentiment Rationale

Trading Thesis

Market-Moving

Key Facts

Companies Mentioned

Corporate Developments

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