About ME

I’m Jimmy Kowalski, a lifelong Chicagoan, proud father, grandfather, devoted doggie daddy to Sadie McSniffin, avid runner and Chicago sports fan. 

Life dealt cards, and I danced through adversity. Living on my own at 18, I stepped into a waterbed store, financing independence. That leap led to a helpline job, launching my financial services career.

For two decades, I was a successful fixture in the lending arena—retail, wholesale mortgage. Mergers and market crashes led me to a different road. 

I shifted gears, selling tech solutions to businesses. Pounding pavements, I mastered my craft. Yet, something was missing. Recent transformation revealed clarity. 

Happiness blooms in health, relationships, and family. But my career’s melody yearns for change.

Financial services beckon—a return to impact, to helping dreams take root. It’s never too late for a new chapter.

I am a storyteller, a problem solver who loves puzzles and working with numbers. Both my personal and career journeys have been full of highs, lows, and unexpected turns. It’s time to bring happiness back to the forefront and I hope you choose to run with me on my journey.