Opened a company
Utilized the money I earned through my medical and government career to start a nationwide trucking company of which I was the main freight broker and dispatcher to 6 drivers.

I successfully acquired contracts daily to make sure each truck was producing enough money to keep the company profitable and to this day these BOL's and Invoices and Contract pages have been the most meticulously I've ever organized any set of data in my life!

This continued until December 2018 when the new rules for Electronic Logging cut too harshly into my profits. Drivers were given buyout options to purchase the trucks and some contracts to keep them afloat while they gain the ability to become self sufficient.

This company is where I made my first million, and honestly, the expression is true - the first million is definitely the hardest.

I've since made terrible choices with my money.
The most expensive of which was two ex wives.