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Chief Operating Officer/President, Co-Founder & Director Kendall Marin is the Chief Operating Officer, President, and Co-Founder of Pineapple. Kendall has been a driving force behind Pineapple’s rapid expansion and operational transformation, leading the company from a high-potential start-up to one of Canada’s fastest-growing mortgage and financial technology networks. Through rigorous process refinement, strategic investment in people and systems, and disciplined execution, Kendall has led Pineapple in building a scalable national infrastructure across multiple departments. His expertise in organizational design, performance management, and cross-departmental alignment has strengthened Pineapple’s capabilities across the country, empowering hundreds of professionals and agents to deliver a consistent, modern, and efficient mortgage experience. Key Leadership Achievements: Technology Innovation & Execution: As COO, Kendall spearheaded the development, deployment, and nationwide integration of Pineapple Plus, the company’s transformative technology suite. This includes PineappleONE, Connections, Insights, and Pineapple Core, re-engineering how mortgages are ingested, processed, and transacted in the Canadian financial landscape. Scaling National Infrastructure: Kendall has designed and executed the operational frameworks that support Pineapple’s expansion across Canada, building the processes, systems, and departmental infrastructure required to sustain high-volume national growth. Cross-Functional Leadership: Oversaw the evolution and alignment of all major departments, ensuring seamless collaboration between Technology, Operations, Compliance, Finance, Sales and Development to drive efficiency, accountability, and performance excellence. Enterprise Deployment & Integration: Successfully led the rollout and adoption of new technologies, automation tools, and standardized workflows across Pineapple’s national network—ensuring consistent execution, faster service levels, and improved agent productivity. Network Growth & Strategic Partnerships: Played a pivotal role in expanding Pineapple’s national agent network and strengthening institutional partnerships. Kendall also successfully launched Pineapple’s Insurance vertical, creating a new revenue channel, deepening customer engagement, and forming key industry partnerships that further enhance Pineapple’s market position. Kendall’s professional journey began with entrepreneurship at just 15, when he founded a thriving company that became widely recognized throughout Toronto. He later entered the corporate channel and joined Bell, Canada’s largest telecom provider, where he quickly rose to become the youngest Associate Director in the company. Since entering the mortgage industry in 2012, Kendall has applied his blend of corporate discipline and entrepreneurial vision to reshape how a modern mortgage brokerage and fintech organization can operate.

Testimonials

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Kendall is very knowledgeable and experienced with mortgages. He replies promptly to questions and explains things in an easy manner. Very happy with the help he provided for us with the purchase of our condo. Would definitely recommend his services.


Peggy

Client

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