Isaac Olowolafe Jr. is an award-winning real estate entrepreneur, venture capitalist and philanthropist and 2025 recipient of The King Charles 111 Coronation Medal.
On a professional level, the Development division celebrated the completion of the first major mixed-use development (condos, townhomes, retail) called Dream Residences at Yorkdale, located directly across from Yorkdale Mall, and launched Dream Suites @ YYZ, a boutique hotel near Pearson International Airport. Through his love of sports, Dream Developments became the jersey sponsor of Canada’s Men’s and Women’s National Basketball Teams from 2017 to 2020.
Isaac obtained a Bachelor’s in Economics from the University of Toronto. He has received numerous awards and recognitions, including a Harry Jerome Business Award, an Enterprise Business Award by Planet Africa, an Arbor Award from the University of Toronto, a Business Leadership Award by Leadership and Governance Canada Inc., a Public Service Award from the Transformation Institute for Leadership & Innovation, and Toronto Board of Trade Award.
On a Philanthropic side with Dream Legacy Foundation. He launched his first endowment at the University of Toronto’sAfrican Studies program over ten years ago, and since then has joined membership in the Toronto Metropolitan University Innovation Circle, also a generous donation which named the Isaac Olowolafe Jr. Digital Media Experience Lab in TMU’s iconic Student Learning Centre. Isaac funded the launch of the first Black tech incubator out of any university in Canada called the Black Innovation Programs at the DMZ, and the co-launch of Black Innovation Capital (now called BKR Capital), the first-institutionally backed fund for Black entrepreneurs in Canada. As Chair of the Housing Committee of the Black North Initiative, he was involved in the launch of the Homeownership Bridge Program,a federally-funded program in partnership with Dream LegacyFoundation and Habitat for Humanity GTA.
