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Shubha Dasgupta is the CEO and Co-Founder of Toronto-based Pineapple, a leading mortgage industry disruptor. Since joining the mortgage industry in 2008, Shubha has focused on leveraging technology while prioritizing customer experience to transform the sector. His unique vision and expertise have been instrumental in building and growing Pineapple, which boasts over 700 brokers in its network today.

Under Shubha's leadership, Pineapple has developed a world-class, data-driven Enterprise Management platform that offers a personalized experience for clients, making it the first full-circle mortgage process for agents. His deep understanding of business and industry trends, combined with his ability to drive best-in-class customer experience and profitability, has allowed him to infuse vision and purpose in his professional endeavors throughout his career.

An award-winning executive and seasoned industry expert, Shubha has been recognized among the top executives in the mortgage industry. He was included in the '2020 and 2022 Mortgage Global 100' for inciting positive change and growth in the field. Additionally, he has been featured in the annual Canadian Mortgage Professional's Hot List for five consecutive years since 2018. In 2021, he was appointed President of the Canadian Mortgage Brokers Association (CMBA) Ontario Board of Directors, following a second year on the Board.

Shubha is also a philanthropic leader who actively engages with various non-profit organizations in the Toronto community. He currently serves on the board of Melanoma Canada and has been a devoted advocate in the fight against cancer since 2010. In 2017, he co-founded CMI Cancer Fighters, a group of Canadian mortgage industry professionals dedicated to fighting cancer. He also serves on the corporate cabinet for the Make-A-Wish Foundation.

Shubha is a highly sought-after public speaker and media expert who frequently speaks on a range of topics, including finance, self-improvement, and philanthropy. His reputation as a thought leader in the mortgage industry and his commitment to customer experience and philanthropy make him a valuable leader and subject matter expert.

Kendall Marin is Chief Operating Officer, President and Co-Founder of Pineapple.

Kendall has been ably leading the growth of the company vis-a-vis fine-tuning of business processes to ensure maximum productivity. His proven expertise, focus on excellence and dedication have enabled him to build and expand Pineapple’s network, as well as the company’s proprietary AI-driven Client Relationship Management (CRM) Platform.

Kendall has had an illustrious career, both in the corporate world and as a seasoned entrepreneur. At the age of 16, he created his own entertainment and promotion company, which was highly successful in Toronto throughout the 2000s. Later on, when Kendall was ready to take his next challenge, he joined Canada’s top telecom company Bell, where he became the youngest Associate Director. In 2012, he made his debut in the mortgage industry where he has applied his leadership, organizational and management skills to a new industry.

Since 2018, he has been featured for three consecutive years in the annual Canadian Mortgage Professional’s Hot List which recognizes the industry’s top leaders.

Kendall Marin est chef de l'exploitation, président et cofondateur de Pineapple. Kendall a dirigé avec compétence la croissance de l'entreprise en ce qui concerne le réglage fin des processus commerciaux pour assurer une productivité maximale. Son expertise éprouvée, sa concentration sur l'excellence et son dévouement lui ont permis de construire et d'étendre le réseau de Pineapple, ainsi que la plateforme propriétaire de gestion de la relation client (CRM) basée sur l'IA. Kendall a eu une carrière illustre, tant dans le monde de l'entreprise qu'en tant qu'entrepreneur chevronné. À l'âge de 16 ans, il crée sa propre entreprise de divertissement et de promotion, qui connaît un grand succès à Toronto tout au long des années 2000. Plus tard, lorsque Kendall était prêt à relever son prochain défi, il s'est joint à Bell, la plus grande entreprise de télécommunications au Canada, où il est devenu le plus jeune directeur associé. En 2012, il a fait ses débuts dans l'industrie hypothécaire où il a appliqué ses compétences en leadership, en organisation et en gestion à une nouvelle industrie. Depuis 2018, il a figuré pendant trois années consécutives dans la Hot List annuelle des conseillers hypothécaires canadiens qui reconnaît les meilleurs leaders de l'industrie.

Sarfraz Habib is a distinguished finance executive with over 25 years of expertise in finance and accounting. As the current Chief Financial Officer (CFO) of Pineapple, Sarfraz oversees the company's financial operations and strategy.

He is an accomplished professional in the finance and accounting arena, with a notable background working for several large publicly listed organizations. He is a seasoned expert with extensive knowledge of financial planning and analysis, budgeting, forecasting, and financial reporting.

Sarfraz has earned prestigious CPA (Certified Public Accountant) and Chartered Accountant qualifications, showcasing his mastery in accounting and financial management. He is an exceptional team leader, inspiring his colleagues to achieve remarkable results.

Throughout his career, Sarfraz has displayed a strong commitment to excellence and a drive to assist organizations in accomplishing their financial objectives. He is a strategic thinker and a reliable advisor to senior management, providing valuable insights and analysis to inform key business decisions.

Sarfraz's impressive track record includes reducing the finance costs considerably as the Controller of Keystroke Group Inc. Furthermore, he streamlined the company's accounting and finance processes and was twice awarded the Employee of the Year honors. As a member of the Board team, he significantly contributed to the company's growth.

In his current role at Pineapple, Sarfraz holds a critical position overseeing all financial operations, including accounting, financial planning, and analysis. He is a vital member of the senior management team, playing a pivotal role in driving the company's growth and success. With Sarfraz's expertise, Pineapple can rest assured that their financial operations are in capable hands.

Drew Green is an award-winning Chief Executive Officer, entrepreneur, and expert in managing fast-paced, high-growth companies. A visionary leader, Green has created one of the world’s fastest-growing apparel brands. Since 2015, he has established significant strategic capital, hired a world-class management team, and created global alliances (Dayang Group, Nordstrom and Postmedia) that have led to over +500% growth, significantly increasing profitability KPIs. Over the past five years, INDOCHINO created, launched, and has expanded to include 80 showrooms, employing over 1,000 people, with another 2,000 people working daily in INDCOHINO’s factories in China to produce the one-of-a-kind garments each customer creates.

Previously recognized as Canada’s Top 40 Under 40, as well as CEO of the Year, Green has been recognized for his accomplishments throughout his career. He has been awarded the Innovation in Retail Award by the University of Alberta, Breakout Retailer of the Year by Chain Store Age, and selected as The Entrepreneur of the Year by Ernst & Young. In 2019, Canadian Business announced that from 2015 to 2019, INDOCHINO was the No. 1 fastest-growing Canadian retailer with sales globally, and third fastest-growing retailer in Canada amongst retailers with revenues over $100M. A sought-after expert, Green has presented to hundreds of thousands and been quoted in more than 3,000 news articles globally, including in The New York Times, The Wall Street Journal, The Globe and Mail, National Post, The Washington Post, Toronto Star, Fortune, Forbes, HuffPost, TechCrunch, Bloomberg, BNN, CNN, and CBC.

Prior to INDOCHINO, Green founded and was CEO of 

, Canada’s first multi-merchant marketplace. It’s now owned by 

 (TSXV: ECOM), which he leads as Founder, Chairman, and a major shareholder. Throughout his career, Green has played key leadership roles at companies that have created billions of dollars in shareholder value: DoubleClick (acquired by Google), 

 (acquired by Market America) and Flontwork (acquired by DoubleClick).

Upon Green’s return to Canada in 2011, he founded DREWGREEN.CA Inc. Set up as a family office/fund to start, invest in, and work alongside entrepreneurs across Canada, its mandate is to create long-term shareholder value. DREWGREEN.CA has founded, chaired, and/or invested in over 30 companies that drive innovation and growth within and across multiple industries, including direct-to-consumer, e-commerce, omnichannel retail, eSports, real estate, artificial intelligence—as well as insurance, educational, and property technologies. Currently, Drew Green is Founder and/or Chairman of seven public or preparing-to-go-public companies, including 

 (TSXV: LUCK), GRAVITAS FUND II (TSXV: GII), 

 (TSXV: APLO), AIRES (CSE: WIFI), and PINEAPPLE FINANCIAL (TSXV:MTGE).

Drew Green est un PDG primé, un entrepreneur et un expert dans la gestion d'entreprises à croissance rapide et à forte croissance. Leader visionnaire, Green a créé l'une des marques de vêtements à la croissance la plus rapide au monde. Depuis 2015, il a établi un capital stratégique important, embauché une équipe de direction de classe mondiale et créé des alliances mondiales (Dayang Group, Nordstrom et Postmedia) qui ont conduit à une croissance de plus de 500 %, augmentant considérablement les KPI de rentabilité. Au cours des cinq dernières années, INDOCHINO a créé, lancé et s'est agrandi pour inclure 80 salles d'exposition, employant plus de 1 000 personnes, avec 2 000 autres personnes travaillant quotidiennement dans les usines d'INDCOHINO en Chine pour produire les vêtements uniques que chaque client crée.


Auparavant reconnu comme l'un des 40 meilleurs Canadiens de moins de 40 ans, ainsi que PDG de l'année, Green a été reconnu pour ses réalisations tout au long de sa carrière. Il a reçu le prix Innovation in Retail de l'Université de l'Alberta, Breakout Retailer of the Year par Chain Store Age et a été sélectionné comme l'entrepreneur de l'année par Ernst & Young. En 2019, Canadian Business a annoncé que de 2015 à 2019, INDOCHINO était le détaillant canadien n ° 1 à la croissance la plus rapide avec des ventes à l'échelle mondiale, et le troisième détaillant à la croissance la plus rapide au Canada parmi les détaillants avec des revenus supérieurs à 100 millions de dollars. Expert recherché, Green a fait des présentations à des centaines de milliers de personnes et a été cité dans plus de 3 000 articles de presse à l'échelle mondiale, notamment dans le New York Times, le Wall Street Journal, le Globe and Mail, le National Post, le Washington Post, le Toronto Star. , Fortune, Forbes, HuffPost, TechCrunch, Bloomberg, BNN, CNN et CBC.

Avant INDOCHINO, Green a fondé et a été PDG de SHOP.CA, le premier marché multi-marchands au Canada. Elle appartient maintenant à EMERGE COMMERCE (TSXV : ECOM), qu'il dirige en tant que fondateur, président et actionnaire majoritaire. Tout au long de sa carrière, Green a joué des rôles de direction clés dans des entreprises qui ont créé des milliards de dollars de valeur pour les actionnaires : DoubleClick (acquis par Google), SHOP.COM (acquis par Market America) et Flontwork (acquis par DoubleClick).


Paul Baron is a veteran Real Estate Executive with over 30 years of experience working with both residential and commercial properties. In his first year as a Sales Representative for Family Trust Realty, he sold 37 homes, quickly demonstrating both his sales smarts and entrepreneurial drive. Barin has held various positions with increasing responsibility and is currently the owner of Century 21 Leading Edge Realty, a real estate brokerage with nine offices, six satellite offices, and over 800 agents and employees. He is currently serving as the Central Brokerage Director on the Toronto Real Estate Board’s (TREB) Board of Directors.

Paul Baron est un vétéran de l'immobilier avec plus de 30 ans d'expérience dans les propriétés résidentielles et commerciales. Au cours de sa première année en tant que représentant des ventes pour Family Trust Realty, il a vendu 37 maisons, démontrant rapidement à la fois son sens de la vente et son esprit d'entreprise. Barin a occupé divers postes avec des responsabilités croissantes et est actuellement propriétaire de Century 21 Leading Edge Realty, une agence immobilière avec neuf bureaux, six bureaux satellites et plus de 800 agents et employés. Il est actuellement directeur du courtage central au sein du conseil d'administration du Toronto Real Estate Board (TREB).

Tasis Giannoukakis is an owner, broker, and manager of Century 21 Leading Edge Realty, a real estate brokerage with nine offices, six satellite offices, and over 800 agents and employees. In 2019, his team had more sales than any other Century 21 franchise in Canada and broke into the company’s worldwide top five. Giannoukakis has been with Century 21 Leading Edge Realty for over 20 years, and the firm continues its expansion through acquisitions of other firms to further solidify its position in the Canadian Real Estate market.

Tasis Giannoukakis est propriétaire, courtier et gestionnaire de Century 21 Leading Edge Realty, une agence immobilière comptant neuf bureaux, six bureaux satellites et plus de 800 agents et employés. En 2019, son équipe a réalisé plus de ventes que toute autre franchise Century 21 au Canada et s'est hissée dans le top cinq mondial de l'entreprise. Giannoukakis travaille pour Century 21 Leading Edge Realty depuis plus de 20 ans, et la société poursuit son expansion par l'acquisition d'autres sociétés afin de renforcer davantage sa position sur le marché immobilier canadien.

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About Pineapple

A Sweeter Mortgage Experience For You

Meet Our Leaders

Shubha Dasgupta

Chief Executive Officer, Co-Founder & Director

Kendall Marin

Chief Operating Officer/President, Co-Founder & Director

Sarfraz Habib

Chief Financial Officer (CFO)

Meet Our Board of Directors

Drew Green

Chairman & Co-Founder

Paul Baron

Director

Tasis Giannoukakis

Director

Meet Our Management Team

Alma Aquino

SVP Service & Operations

Diana Jendrasch

Principal Broker

Alex Shang

Vice President of Technology

Janice Lander

Director of Brokerage Operations

Melanie Roth

Director of Learning & Development

Yuki You

Director of Product

Ovi Crisan

Senior Director IT

Alexandria Guo

Marketing Manager

Allan Ng

Regional Sales Manager

Our Brokerage Network

Passionate About Doing Our Part

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Pineapple Mortgage Newsletter

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