Joshua Olawale
Director
Joshua Olawale is a director with CIBC Innovation Banking in Toronto, where he has supported venture and growth equity backed software companies across North America and Europe with growth capital solutions. He focuses on high quality businesses with durable customer value, strong unit economics, and a clear path to operating leverage. His experience spans vertical SaaS, data infrastructure and AI-enabled workflow software, ranging from first institutional facilities to scaled follow on growth capital. He is known for disciplined yet creative underwriting, clear communication, and reliable execution under tight timelines, working closely with founders, investors, and counsel to structure solutions that protect flexibility through market cycles. Joshua is a CFA charterholder and has a research background in artificial intelligence. He brings a practical approach that balances speed with rigor, and he is trusted for consistency, judgment, and long-term relationship building.
