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“Win”-Trapreneur Wednesday: How I First Learned to Proactively Solve Problems
Featuring: Aswand Cruickshank
Welcome back to another “Win”-Trapreneur Wednesday, one of the many creative initiatives I’ve proudly built from the ground up.
Before we dive into today’s story, let’s quickly define the term:
“Win”-Trapreneur — A person who has an entrepreneurial vision for their life and business, yet had the good fortune of finding a job that aligns with that same vision.
This week, we’ve been focused on one core theme: Proactive Problem Solving. And today, I’m putting myself in the hot seat.
Yes, I’m the featured “Win”-Trapreneur this week. And I’m taking y’all back to the unexpected classroom that first taught me how to truly anticipate and solve problems before they blow up — my time at KinderCare Learning Center.
From Boxing Gloves to Baby Wipes
Let’s rewind.
About a year after the world flipped upside down during what some called the pandemic (and others called the scamdemic), I was growing increasingly frustrated with my job at a 9Round fitness gym. I was the head trainer — but it felt like I was running the whole operation.








