Milwaukee Kingpin Becomes Franchise Owner: The Paul Moore Story cover art

Milwaukee Kingpin Becomes Franchise Owner: The Paul Moore Story

Milwaukee Kingpin Becomes Franchise Owner: The Paul Moore Story

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On today’s episode of The In N Out Podcast, we sit down with Paul “Smalls” Moore — a former Milwaukee supplier who walked away from the drug game at the top and transformed his life through entrepreneurship, real estate, and faith.


Growing up in a two-parent home, the streets found Paul early. After starting with small thefts as a kid, he was introduced to selling drugs and quickly became a major supplier in Milwaukee. By 22 years old, Paul was already a young millionaire with a long-term plan to exit the life.


But everything changed with a 1996 arrest involving 50 kilos and $300,000 — a case that wouldn’t come back to haunt him until five years later, when he and others were indicted on federal charges carrying a minimum of 10 years. After he and his associates received life sentences, Paul’s path took a very different turn.


In this powerful interview, Paul shares:

🔥 How he used his drug money to buy real estate before ever being indicted

🔥 Why he walked away from the streets at the peak of his success

🔥 The wild story of returning to claim an impounded car a year later—with the drugs and money still inside

🔥 How he rebuilt his life through entrepreneurship, including Socks & Bottoms, Socks and Beyond, and his cigar line “Cigars & Prayer”

🔥 What he learned from gambling, the music industry, prison, and redemption

🔥 Why he believes every hustler needs an exit strategy


If you’re interested in stories of resilience, transformation, and building real wealth after incarceration — this episode is a must-watch.


👇 SUBSCRIBE for more real conversations about life IN N OUT of the system.


FOLLOW PAUL MOORE AND SOCKS AND BOTTOMS:

@cigarsandprayer @socksandbeyond_arborplace


00:00 Intro

04:17 Who is Paul? Growing up

16:15 Drugs hit the city

23:18 Started stealing then selling

38:25 Transcript story

51:53 Walking away from the game

01:02:07 Joint music venture

01:13:17 Busted!

01:30:00 Bail denied

01:40:30 Trial and sentencing

01:50:00 Max security

01:59:25 Cigars, smoke, and beyond


#TheInNOutPodcast #PrisonStories #Entrepreneurship #Redemption #SecondChances #PaulSmallsMoore


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