I turn legacy software into sustainable assets
When you have a profitable software company running on 15+ year old technology but the tech is blocking growth
The pattern:
Very few individuals (or no one) understand the system.
Strong customer retention and predictable revenue.
Due diligence results are scary.
Critical apps running on obscure or aged cloud and infra services (or be entirely on-premises).
Every feature request feels like playing Jenga with your stable revenue stream.
What I do:
Evaluate
Decide if rebuilding makes business sense for your P&L
We model the real economics: technical debt service, opportunity cost, recruiting challenges and staffing risks against your long-term horizon.
Execute
Manage the transition without destroying the revenue stream
Using trusted strategies, I lead execution across both technology and organizational systems, managing incremental migration and aligning teams.
"Jason finds the signal in the noise. He joined RVezy at a pivotal moment, led critical platform investments, and built the engineering strategy we still use today. Smart, direct, and someone you want on your side."
Mike McNaught, CEO
"Over 4.5 years, Jason consistently helped me cut through noise, make principled decisions, and stay authentic as a leader. His was exactly the voice I needed at each inflection point."
David Zeng, CTO
"Jason brings people into alignment, quickly. During our merger, he rapidly built trust across leadership and in operational teams, collaborating to design a cross-vertical org structure that supported our goals and generated efficiencies. His biggest strength isn’t just expertise, it’s creating shared ownership and outcomes."
Susan Odle, COO
About Jason
20+ Years in the Trenches
From early-stage startups to enterprise transformations, I've led organizations through their toughest challenges. I'm deeply technical, but my superpower is bringing people together and connecting technology to the rest of your business.
I serve companies across Canada and the US.