347: Date Like A Salesman on DIYS w/@Charliewilsontvlive

About this episode

Patrick Cloud interviews comedian and luxury car salesman Charlie Wilson about his diverse career and personal growth.

Head to https://www.tryfum.com/DIYS to get your free gift with purchase, and start The Good Habit today! If you like your money, Mint Mobile is for you. Shop plans at https://MINTMOBILE.com/diys Patrick Cloud sits down with comedian, host, and luxury car salesman Charlie Wilson for one of the most honest and insightful conversations on Damn Internet, You Scary! This episode covers Charlie’s wild career journey from Louisiana to Dallas to New York to Vegas to Chicago to Los Angeles, and how he built a life across car sales, stand-up comedy, hosting, producing, and live entertainment. They talk about: what it was really like selling Volkswagens, Cadillacs, Range Rovers, and Maseratis how car sales taught Charlie how to read people and close how he got into stand-up comedy his first TV pilot experience how he became the host of a Star Wars burlesque show what life on the road is really like with live entertainment residencies tea rituals, anxiety, and creating a calmer morning routine stretching, health, and protecting your body while working nights leaving comfort behind to build something bigger why fear keeps people from betting on themselves how to balance multiple careers while…

People in this episode

Hosts: Patrick Cloud, Tahir Moore

Guest: Charlie Wilson

Topics covered

• comedy
• car sales
• stand-up comedy
• live entertainment
• personal development
• career reinvention

Keywords

• Charlie Wilson
• car sales
• stand-up comedy
• live entertainment
• personal development
• anxiety
• morning routine

Sponsors

Mint Mobile, Fum

More episodes of Dam Internet, You Scary!

• 357: AI, New Zealand Conspiracies & Space Nightmares | Dam Internet, You Scary! · June 11, 2026 · 1h 11m
• 356: Grandma Gets SWATTED | Dam Internet, You Scary! w/Amber Wallin and Jazymn W. (Quit Playin Podcast) · June 5, 2026 · 1h 7m
• 355: Why Older Men in the Club Look CRAZY Now | Dam Internet You Scary! · May 28, 2026 · 60 min
• 354: Pat and Tahir Confess Their Wildest Scams, Heists & Robbery Stories | Dam Internet You Scary · May 21, 2026 · 1h 5m
• 353: Na’im Lynn on the Kevin Hart Roast, Dark Comedy & Skydiving Gone Wrong on Dam Internet, You Scary! · May 14, 2026 · 1h 16m
• 352: Craig Wayans on Scary Movie 6, Cockroach Milk & Internet Chaos on DIYS · May 7, 2026 · 1h 21m