YESTERDAY. TODAY. TOMORROW with Milwaukee County Executive David Crowley episode artwork

EPISODE · Dec 5, 2025 · 32 MIN

YESTERDAY. TODAY. TOMORROW with Milwaukee County Executive David Crowley

from Yesterday, Today, Tomorrow on HYFIN · host Radio Milwaukee

Thanks for tuning in to YESTERDAY. TODAY. TOMORROW. for this special edition with Milwaukee County Executive, David Crowley, and let me tell you, this gentlemen and his work ethic are something to  marvel! He's out here doing the impossible: juggling running Milwaukee County, running for Governor, and still being a present husband and girl-dad to three daughters! Luckily for us, he kept it a buck, shouting out his "better three quarters," Erica Crowley, for holding down the whole entire fort, proving that you gotta marry up to be successful. But the real foundation, the why behind his grind, started with the youth program URBAN UNDERGROUND back in high school. That place taught him how to love his community and, most importantly, how to love himself. He's firm on his belief in Milwaukee, choosing to stay rooted here instead of leaving for bigger opportunities like so many do. His message to the young kings and queens out there: Embrace that individuality. A man of quotes, he lives by the credo of: "Do or do not, there is no try!" Before the political life, David Crowley was deep in the MKE music scene with his crew, the legendary "Two Random Entertainment!" Yes, they got that name because they were just too random with the house parties off 53rd and Locust and throughout the city of MIlwaukee. These guys were filling a void while having fun and bringing the community together, throwing events at places like Escape and Club 414, creating the vibe the 21-30 set needed, and connecting with future stars like Ray Nitti, Ray Rizzy, DJ Willie Shakes and others who have grown into incredible talents in their own right. He even considered getting into music production because he had a serious ear for the craft. Where did that come from? Saturday mornings listening to his mom playing the legends—Anita Baker and Al Green—and playing the trumpet in middle and high school under the tutelage of the legendary Sam Belton, which taught him to listen for those subtle samples and sounds. From Gospel (Kirk Franklin was his first CD!) to the Cash Money/No Limit wars, to Hip Hop icons Nas, JAY-Z and Big L (R.I.P.) music was always integral to his life and learning. We cover it all! Take a moment and enjoy the man, the myth and the Milwaukee legend, County executive David Crowley!

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YESTERDAY. TODAY. TOMORROW with Milwaukee County Executive David Crowley

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