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From Rock Bottom to the Open Road — How My CDL Changed Everything

From Rock Bottom to the Open Road — How My CDL Changed Everything

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🎙️ Episode 12: From Rock Bottom to the Open Road — How My CDL Changed Everything

In Episode 12 of The Welcome Legacy Podcast, I pick up where Episode 11 left off and break down what rebuilding my life actually looked like in real time.

After leaving my old environment, my family and I moved to Kissimmee in early 2019. During that season, I was searching for legal paths forward—joining a LegalShield marketing team, attending meetings, and even creating an online course called How to Fail Forward, teaching how to use failure as fuel while I was still living it.

By October, I was already in communication with CareerSource and had started trucking school. In the middle of the process, my family moved, housing became unstable, and during my final week of CDL school in Dundee, we were told we had to leave due to having too many people in the home—11 total.

I talk about attending TDI Trucking School in Sanford, staying in a hotel Monday through Thursday for three weeks, driving home on weekends, and finishing strong even after my wife and kids moved more than 100 miles away to Newberry.

This episode covers getting my CDL, landing my first trucking job with J&R Schugel, life on the road, studying real estate while trucking, buying my first home in 2021, and earning my Realtor license in 2022.

This is a story about discipline, sacrifice, and using a legal skill as a bridge to stability and ownership.

If you’re under pressure, rebuilding your life, or trying to do things the right way for your family—this episode is for you.

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