Isaac Olowolafe Jr. - Venture capitalist, real estate developer

About Isaac Olowolafe Jr.

Isaac Olowolafe Jr. is a distinguished Investment & Finance leader based in Toronto, Canada.Isaac Olowolafe Jr. is a Canadian entrepreneur, venture capitalist, and real estate developer focused on building generational wealth and expanding access to capital for underrepresented founders. He is the Founder & CEO of Dream Maker Inc., a diversified asset management and real estate development firm established in 2003, with projects across residential and mixed-use developments. He founded Dream Maker Ventures (DMV), an early-stage venture capital firm investing in high-growth technology startups, and co-founded BKR Capital (formerly Black Innovation Capital), a VC fund supporting Black tech founders in Canada. Through the Dream Legacy Foundation, he funds initiatives that support Black entrepreneurship, financial literacy, and community development. He has also supported Canada’s first Black innovation incubator through the DMZ Black Innovation Fellowship and has been recognized nationally for leadership in business and community impact.

Investment & Finance Expert in Toronto

As a leading Investment & Finance professional in Toronto, Canada,Isaac Olowolafe Jr. has made significant contributions to the field.

Achievements and Awards

• Founder of Dream Maker Inc. - 2003–Present: Built a diversified real estate and asset management company focused on residential development and long-term wealth creation.
• Launched Dream Maker Ventures - 2016: Established an early-stage venture capital firm investing in high-growth Canadian startups.
• Co-Founder of BKR Capital - 2021: Co-founded one of Canada’s first institutional funds dedicated to investing in Black-led technology startups.
• Harry Jerome Business Award - 2011: Recognized for excellence in business and entrepreneurial leadership within the Black Canadian community.
• King Charles III Coronation Medal - 2025: Awarded for outstanding contributions to entrepreneurship, community development, and economic inclusion in Canada.

Professional Experience

• Founder & CEO at Dream Maker Inc. (2003–Present): Real estate development and asset management firm focused on residential, mixed-use and investment properties.
• Founder & Managing Partner at Dream Maker Ventures (2016–Present): Early-stage venture capital firm investing in scalable technology startups across North America.
• Co-Founder & General Partner at BKR Capital (2021–Present): Venture capital fund supporting Black tech founders and increasing diversity in Canada’s innovation ecosystem.
• Founder at Dream Legacy Foundation (2012–Present): Philanthropic foundation focused on education, entrepreneurship and economic empowerment within underserved communities.

Media Appearances

• Creating Your Own Access - Startup Canada Podcast, 2023
• Diversifying Venture Capital in Canada - BetaKit, 2021

Connect with Isaac Olowolafe Jr.