E515 – Justin Caskey, Transforming Service Business With Technology

 
 
AI isn’t a threat, it’s an enabler. And that’s where we’ve been focusing our efforts with the most success and bringing.
— Justin Caskey (17:57)

How do you honour decades of domain expertise while building for an exponential future? For Justin Caskey, the answer is co-intelligence—a vision where AI and human judgment collaborate to create scalable, credible, and regulatory-ready solutions. In this reflective follow-up to his 2021 episode, Justin shares how Patching Associates transformed into OpenCycle Technologies—not by abandoning their roots, but by expanding their lens. Tyler and Justin explore the real work of transformation: unlearning hourly pricing, navigating complex stakeholder ecosystems, building trust in platform models, and funding innovation without losing your soul. It’s also a story of Alberta’s evolving role—not just as a resource hub, but as a proving ground for data, policy, and collaboration. Whether you're leading change in a technical firm or scaling new technology in a legacy sector, this episode will leave you rethinking what expertise looks like in a co-created world.

Tyler Chisholm