Executive and Board Members
Chief Executive Officer, Co-Founder & Director
Shubha Dasgupta is Chief Executive Officer and Co-Founder of Toronto-based Pineapple.
Since entering the mortgage industry in 2008, he has been focused on positively disrupting the sector by leveraging technology and putting people at the heart of the business. Shubha’s unique vision and expertise have allowed him to build and grow Pineapple (formerly CLC Network), which now has over 400 brokers in its network. Under his leadership, the company has built a world-class proprietary AI-driven Client Relationship Management (CRM) Platform, which is the first full-circle mortgage process for agents, offering a more personalized experience for clients.
Shubha’s deep understanding of business and industry trends, coupled with the ability to drive best-in-class customer experience and profitability have enabled him to infuse vision and purpose in his professional endeavours throughout his career.
An award-winning executive and seasoned industry expert, Shubha was recognized among the ‘2020 Mortgage Global 100’ top executives who are inciting positive change and growth within the field. Since 2018, he has also been featured for four consecutive years in the annual Canadian Mortgage Professional’s Hot List which highlights the industry’s top leaders. In 2021, he was appointed President of the Canadian Mortgage Brokers Association (CMBA) Ontario Board of Directors, after serving a second year on the Board.
An active member in the Toronto community, Shubha is a philanthropic leader for various non-profit organizations. Since 2010, he has been a devoted advocate in the fight against cancer. Prior to joining the mortgage industry, he headed a group of volunteers for the Canadian Cancer Society for eight years. In 2017, he also co-founded CMI Cancer Fighters, a group of Canadian mortgage industry professionals dedicated to the fight against cancer on which he currently chairs.
Chief Operating Officer/President, Co-Founder & Director
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.
Chief Strategy Officer, Managing Partner & Director
Christa Mitchell has been Chief Strategy Officer at Toronto-based Pineapple since 2020.
In her current role, Christa focuses on growing the network of brokers and agents, while also helping lead the technology division to expand, create efficiencies and refine solutions offered to the network. She has also been responsible for further establishing the company’s already robust training program to continue equipping Pineapple’s network with best-in-class expertise and knowledge, enabling its members to be leaders in the market.
An established professional in the mortgage industry, Christa has more than 15 years of experience in sales, technology and executive management. In previous roles at Mortgage Alliance, she succeeded in growing and managing a 90-members independently-owned affiliate brokerage network and championing the company’s enterprise technology platform, where she was responsible for sales, education and the support team. While Vice President of Operations at her previous position, she directed corporate administration, payroll systems, broker recognition and networking events.
In 2020, she was recognized in the Canadian Mortgage Professional’s annual ‘Women of Influence’, which highlights female leaders who have been breaking down barriers in the mortgage industry and making it more inclusive.
Chief Financial Officer
Rupen Shah is Chief Financial Officer of Pineapple.
Rupen joins Pineapple with over 30 years of experience in finance and accounting, working with global public and private companies. In his previous function as Vice President, Finance and Administration at K-Line Group of Companies, he led the successful implementation of a 5-year strategic plan that generated 330% revenue growth, and developed international divisions for the business, namely in Africa, India and the Middle East.
Having held leadership roles with SmartCentres REIT and CountryWide Homes, Rupen has a track record of providing effective corporate strategy consulting and driving stellar growth for businesses. A Chartered Professional Accountant (CPA) in Canada and an Associate Member of CIMA Global, Rupen has completed the Executive Master of Business Administration (EMBA) Americas Program from Cornell University (Ivy League) and Queen’s University. As part of the program, he was a finance strategy consultant for Maxtrack Industrial in Brazil, realigning their business, managing change, and growth in the company.
Chairman and Co-Founder
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 SHOP.CA, Canada’s first multi-merchant marketplace. It’s now owned by EMERGE COMMERCE (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), SHOP.COM (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 EMERGE COMMERCE (TSXV: ECOM), LUCK BOX (TSXV: LUCK), GRAVITAS FUND II (TSXV: GII), BRUUSH (TSX.V: BRSH), APOLLO (TSXV: APLO), AIRES (CSE: WIFI), and PINEAPPLE FINANCIAL (TSXV:MTGE).
Nima Besharat has over 8 years of private equity, merchant banking and directorship experience. Mr. Besharat has extensive experience in wealth management and asset management at Scotiabank and TD Bank Group. Mr. Besharat articled with Oxford Properties Group, the real estate investment arm of OMERS, one of Canada’s largest pension plans. He is the Chief Executive Officer, Chief Financial Officer, and a director of Gravitas One Capital Corp. (TSXV: GONE.P). In addition, he is a director of EMERGE Commerce (TSXV: ECOM), General Assembly Pizza (TSXV: GA), and Gravitas II Capital Corp. (TSXV: GII Reserved). Mr. Besharat holds a Bachelor of Arts in Economics and History from Western University, a Bachelor of Laws (Hons.) from the University of Sheffield, a Master of Laws in International Business Law from King’s College London, University of London (Dr. Peter Dyne Scholar), and a Postgraduate Diploma in Legal Practice (Corporate Finance) from the University of Law. Mr. Besharat is a member of the Law Society of Ontario. He has completed the Canadian Securities Course, Conduct and Practices Handbook Course, Chief Compliance Officers Qualifying Exam and the Partners, Directors and Senior Officers Course through the Canadian Securities Institute. Mr. Besharat was nominated for the Investment Industry Association of Canada (IIAC) Top 40 Under 40 Award in 2020, recognizing professionals whose accomplishments have brought distinction to the investment/financial industry.
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 their position in the Canadian Real Estate market.
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.