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

EPISODE · Mar 27, 2026 · 1H 1M

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

from Dam Internet, You Scary! · host Patrick Cloud, Tahir Moore

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 Maseratishow car sales taught Charlie how to read people and closehow he got into stand-up comedyhis first TV pilot experiencehow he became the host of a Star Wars burlesque showwhat life on the road is really like with live entertainment residenciestea rituals, anxiety, and creating a calmer morning routinestretching, health, and protecting your body while working nightsleaving comfort behind to build something biggerwhy fear keeps people from betting on themselveshow to balance multiple careers while still chasing the long gameThis episode is a real conversation about hustle, reinvention, timing, and building a creative life that actually fits who you are.Subscribe to Damn Internet, You Scary! for more weekly episodes, interviews, weird internet stories, and real conversations.00:00 LA Noise, Sleep, and Fan Talk00:03:32 Charlie’s Backstory: Louisiana, Dallas, New York, Vegas, Chicago, LA00:05:24 Show Intro and Introducing Charlie Wilson00:06:06 How Charlie Got Into Selling Cars00:08:22 From Volkswagen to Maserati00:09:53 Cars First, Then Comedy00:11:31 Why Selling Cars Is Like Dating00:13:08 How Charlie Knew Entertainment Was the Goal00:14:31 First Open Mic and Early TV Pilot Experience00:16:11 How the Star Wars Burlesque Show Happened00:20:33 What a Star Wars Burlesque Show Day Actually Looks Like00:24:06 What Charlie Does as the Host of the Show00:26:21 Behind the Scenes of the Star Wars Burlesque Cast00:29:00 Tea Rituals, Anxiety, and Daily Calm00:32:15 Charlie’s Favorite Teas and Why He Drinks Them00:35:10 Nighttime Tea, Sleep, and Better Routines00:36:17 Stretching, Content Ideas, and Building a Wellness Brand00:37:37 Why Morning Rituals Became Non-Negotiable00:42:28 Balancing Nightlife Work with Health and Recovery00:45:08 Leaving Comfort to Build Something Bigger00:46:58 Why Fear Keeps People Stuck00:50:14 Finding Time for Comedy While Working Multiple Jobs00:52:14 Star Wars Hosting as the Perfect Compromise00:53:56 How Big Opportunities Can Change the Whole Grind00:56:01 Bingo Loco and Charlie’s Other Hosting Gig00:57:54 Creating Original Live Experiences and Bigger Career Vision01:00:13 Seasons of Life, Career Pivots, and Timing01:01:13 Closing Thoughts and Why This Conversation Matters01:02:34 Charlie’s Upcoming Shows and Where to Follow Him01:03:28 Outro01:04:56 Ad Read Section Begins01:05:33 Mint Mobile Ad01:08:09 Füm Ad01:10:10 Ad Read Debrief and ChatGPT Writing TalkJoin our Patreon now!! https://www.patreon.com/DamInternetYouScary

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

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Big Old Life: Heather Blackbird interviews people on planet earth. Heather Blackbird loves asking questions. This podcast is a learning experience. Join me, Heather Blackbird, as I talk to people about their lives. Frequency of new episodes is a little all over the place and I'm learning as I go. Big Old Life is a small way of talking about the vastness of life, one person at a time. If you are reading this or found this podcast it's probably because someone you know gave you a link to it. :) Explicit Bitcoin Is Dead Trey Carson Welcome to Bitcoin is Dead, the ultimate Bitcoin variety show where host Trey takes you on a journey through the ever-evolving world of Bitcoin. Each episode brings new personalities, fascinating locations, and insightful conversations with politicians, educators, and innovators shaping the future of Bitcoin. Whether you're a seasoned Bitcoiner or just starting your journey, tune in for thought-provoking discussions, unique perspectives, and a deep dive into the ideas and people driving the Bitcoin revolution. Explicit Never Time to Give Up Shadoe Lass A nod to the classics with a note from the future. A project meant to encompass every call I wanted to make but never went through. Seriously, it's just me, calling you. Pick up the phone? :) Hosted on Acast. See acast.com/privacy for more information. Explicit Bitcoin Gateway Lea meakin Welcome to Bitcoin Gateway, the podcast where we dive deep into the world of Bitcoin, hosted by Lea Meakin. This show is for anyone who’s ever felt overwhelmed by the complex world of cryptocurrencies and wants a simple, straightforward explanation. Each episode, we’ll break down the basics of Bitcoin, explore its history, and discuss its potential impact on the future of finance. Whether you’re a complete beginner or just looking to expand your knowledge, Bitcoin Gateway is here to help you understand Bitcoin, one episode at a time. Explicit

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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 ...

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