Navigating Change with Raymond Lee

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In this episode of Outside Insights, I sit down with Raymond Lee, founder of Careerminds, to explore his inspiring journey from HR professional to building a global virtual outplacement company. Starting his business during the 2008 recession, Raymond shares how he pivoted, embraced innovation, and ultimately scaled and sold the company—all while continuing to lead it.

We discuss the challenges of entrepreneurship, like the tough decisions he faced as a leader, including navigating his team through social movements like Black Lives Matter. Raymond opens up about what it takes to build a company culture rooted in action, empathy, and trust.

He also introduces his “Career Success Model,” a framework that’s guided him through change:

• Choice: Making intentional decisions about your path.
• Mindset: Embracing growth and learning from mistakes.
• Agility: Knowing when to pivot and adapt.
• Trust: Believing in the process, even in uncertain times.

On a personal level, Raymond shares how starting CrossFit at 52 has become a cornerstone of his daily routine, fueling his energy and focus. Whether you’re navigating a career transition, leading a team, or exploring entrepreneurship, his story is full of relatable insights and inspiration.

This is more than a story about business—it’s a conversation about resilience, growth, and making bold choices. I think you’ll find it as motivating as I did.

Listen to the episode here

Until next time, friends,

Chris