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Taking Chances continues with a grounded look at how technology actually gets built, deployed, and trusted in the real world.

In this episode, Shaun Coe sits down with Robert Jamieson, founder of CSM International, for a conversation that connects military discipline, critical thinking, and modern business ownership.

Robert’s path into IT did not start in Silicon Valley. It started in the Marine Corps, where technology is tested under pressure, decisions matter immediately, and failure is not theoretical. That foundation shaped how he approaches systems, troubleshooting, leadership, and ultimately entrepreneurship.

Together, Shaun and Robert unpack the transition from military tech to civilian enterprise, what it really takes to launch a business during the pandemic, and why adaptability has become the most important trait in both hiring and leadership.

They also dig into the uncomfortable but necessary conversations business owners need to be having right now about cloud dependency, data ownership, AI hype versus reality, and why intuitive, operator-friendly systems win in the long run.

They cover:

This episode is for founders, operators, and leaders who want a clearer understanding of how technology should support growth without creating fragility.

Less hype. More signal.

Follow Taking Chances and stay close as we continue breaking down how real businesses are navigating technology, ownership, and change in real time.