What if the reason you feel stuck is that you keep believing you have to pick just one thing?
In this episode, Matt Stewart sits down with Caleb Hyman, a 20-year-old who plays college football, runs a district for College Works, and still makes time for his friends and family. Caleb was a four-sport high school athlete who worked all the way through, and he brought that same refusal to choose into his first years in business.
They get into what Matt calls the tyranny of OR, the trap of thinking you can only do one thing well. Caleb breaks down how he stays fully present in football, school, and work, the simple way he processes stress before it piles up, and why one hard sacrifice as a young branch manager set up everything that came after.
If you are tired of feeling pulled in too many directions, this conversation is your map. Listen now.
Timestamped Highlights
01:19 - His definition of excellence, and why hitting your goal is not the finish line
03:40 - The tyranny of OR, and why Caleb refuses to pick just one thing
08:20 - Four sports, a job, and school at once, without burning out
10:01 - The two questions he asks to kill stress fast
15:18 - Why even the highest performers have to schedule time for friends
19:01 - The message in English class that pulled him off the Kwik Trip path
20:41 - The leap from painter to running a six-figure branch, then a district
34:49 - The three-hour weekend drive he would make all over again
Caleb Hyman is a 20-year-old college athlete and young business leader. A four-sport high school athlete in football, baseball, wrestling, and track, and a captain in football and wrestling, he now plays college football at the University of Wisconsin-La Crosse. He started with College Works as a summer painter, was promoted to branch manager, where he built a six-figure business, and in his first year as a district manager, produced roughly 1.5 million dollars, one of a small handful ever to reach that mark. He plans to follow in his father's footsteps into entrepreneurship and one day run his own business.
The Edge of Excellence is an original podcast hosted by Matthew Stewart. Brought to you by College Works. Production and editing by Podcast Your Brand.
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