Ryan Atkinson

RYAN ATKINSON

Serial entrepreneur & Investor

Ryan is a serial entrepreneur and investor with more than 25 years of experience building, scaling, and successfully exiting recruitment and professional services companies. He’s co-founded and led some of Canada’s fastest-growing staffing and technology firms, including Redwood Global, Direqlink, and CORE Resources, a national leader in IT staff augmentation and Agile consulting.

Known for his ability to spot market gaps and move fast, Ryan has built businesses through every phase of the cycle—startup, hyper-growth, acquisition, and integration. He grew Redwood Global from two founders to $30 million in annual revenue, earning multiple PROFIT 500 awards before selling to S.i. Systems. At CORE, he helped hundreds of enterprise clients modernize their workforces through Agile transformation and cloud-based staffing models.

A lifelong problem-solver, Ryan’s superpower is turning complexity into clarity—whether that means building go-to-market engines, scaling sales teams, or closing the deals others can’t. He leads with energy, candour, and a bias for action, helping founders and executives push through the noise to execute.

08 ft. Ryan Atkinson

TWO EXITS. AND MORE YET TO COME…

Ryan Atkinson, serial entrepreneur and investor, joins Raman Sehgal to unpack the repeatable playbook behind two successful exits in recruitment and professional services. They explore how A player teams, quality clients, and contract revenue created scalable, cash flowing businesses, why competitive tension changed the second sale process, and what happens after you achieve financial escape velocity but still feel the pull to build again.

FEATURED ON

TWO EXITS. AND MORE YET TO COME…