
Company of One with Dale Callahan
You’re a high-achieving professional—maybe in tech, engineering, or leadership—but your career feels stalled. You’re paid well, but it’s not enough. You want more: more purpose, more income, more control over your life.Company of One is a podcast for professionals who want to grow their income, make strategic career moves, or even build something on the side. Hosted by Dr. Dale Callahan—engineer, entrepreneur, and director of a top-ranked graduate program—this show gives you real strategies to take ownership of your future.Whether you’re climbing the ladder or considering stepping off it to build your own thing, this is your place to get unstuck and take action.
Company of One with Dale Callahan
EP 208 - What If I Fail? The Real Risk of Launching Your First Outside Income
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Dale Callahan
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Episode 208
That’s the question that stops most professionals before they even start.
What if I fail? What if I waste time? What if I lose money?
But here’s the reality: failure isn’t the enemy. Standing still is.
Every breakthrough I’ve seen—from my own career to my clients’ businesses—came on the other side of risk.
In this episode, I unpack the fear of failure, why it shows up when you start thinking about change, and how to flip it so you can actually move forward.
If you’re feeling stuck, chances are it’s not your boss, your company, or the economy holding you back—it’s fear. And you don’t have to let that be the end of the story.
Mentioned in this episode:
→ The Idea Engine: 7 Prompts to Find Your Next Move
https://dalecallahan.com/op/idea-engine/