20 Years of MSP Lessons: Dustin Puryear

In this episode of Cyber Confidential, the team sits down with Dustin Puryear, CEO of Giant Rocketship, to reflect on the hard-earned lessons from his 20 years building and ultimately exiting his MSP. Dustin shares the realities most leaders learn too late—including why you simply can’t “save” every employee, and how emotional hiring decisions quietly erode profitability.

He breaks down the leadership mistakes that stall growth, why hiring based on gut feeling creates blind spots, and the practical strategy he used—hiring in pairs—to surface performance gaps early and build a stronger, more accountable team.