In this episode of Glennda’s Guru, Glennda Baker sits down with Jason Waugh, CEO of Coldwell Banker Realty, for an unfiltered conversation on leadership, growth, and the real cost of mistakes in real estate. Jason shares why entrepreneurial spirit alone isn’t enough—and how a single misstep without the right experience, relationships, or self-awareness can be painful for both the business and the people behind it.
Using a powerful sports analogy, he explains that having the right tools doesn’t mean you’re ready to play at a high level—experience and skill are what separate survival from success. Together, Glennda and Jason unpack the challenges leaders face at every stage, the importance of clarity in choosing your business model, and why true growth starts with knowing who you are, what you want, and committing fully to your potential. This is a must-watch episode for anyone serious about building something that lasts.
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00:00-00:35 Intro
00:36-02:20 Jason Waugh on Leadership, Pressure & Responsibility
02:21-04:10 Why Entrepreneurial Spirit Alone Isn’t Enough
04:11-06:00 The Cost of Mistakes Without Experience
06:01-07:45 A Sports Analogy for Playing at the Next Level
07:46-09:30 Choosing the Right Business Model with Clarity
09:31-11:10 Knowing Who You Are Before You Scale
11:11-12:50 Commitment, Self-Awareness & Long-Term Success
12:51-14:30 Final thoughts
