PropertyTales

Chelsea and her husband David bought The Depot on Main, a restaurant located in the small community of Corbin, Kentucky 6 months ago after selling their construction business in Texas. Chelsea talks about about her experience in the industry so far with host Barrett Freeman. 

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In this episode of PropertyTales, host Barrett Freeman welcomes popular content creators Tylor and Esme to Corbin, Kentucky. The dynamic duo behind the viral TikTok and Instagram account @tylorandesme brings their signature mix of makeup expertise, couple comedy, and engaging personality to the show as they chat about life as creators, building an online brand, and the hustle behind entertaining millions. With plenty of laughs courtesy of comedian co-hosts Billy Hubbard and Tera Padgett, the conversation blends Southern hospitality with their high-energy couples vibe, covering everything from content creation and going viral to balancing relationships and creativity in the influencer world.

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Robbie Grimes is attempting to win against incumbent, John Root, in the Laurel County Sheriff race. Robbie has a lot of experience in law enforcement and hopes to win in May. Host Barrett Freeman asks his a wide range of questions about his values, campaign, and background. Here is that conversation. 

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In this episode of PropertyTales, host Barrett Freeman is joined by Rhode Island talent Gee Finesse — singer, rapper, model, and influencer — along with her boyfriend, Chief (Devon East) from the viral rap group Waraq. The conversation dives into the music industry grind, building a brand from Providence and Warwick, the realities of going viral, and balancing creativity with business in the entertainment world. This episode blends raw artist stories, relationship insights, and Southern hospitality with East Coast energy for a fun and unforgettable conversation.

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In this episode of PropertyTales, host Barrett Freeman sits down with Jeff Sparks, the developer and owner of Diamond Acres Luxury Deeded RV Resort. Nestled right next to Cumberland Falls State Resort Park, Diamond Acres offers spacious, private RV sites with concrete pads, full hookups, luxurious amenities, and plenty of shade — all in a peaceful, wooded setting that feels like a true escape.

Jeff shares the inspiring story of how he turned his vision into reality, developing a high-end deeded RV resort in Eastern Kentucky. From navigating the challenges of land development to creating a year-round oasis where owners can secure their own slice of Kentucky beauty, Jeff opens up about the real estate hustle, investment decisions, and mindset behind building something special in the RV and hospitality space.

Comedian co-hosts Billy Hubbard and Tera Padgett keep the conversation lively with plenty of laughs, Southern charm, and fun questions as they explore what it really takes to develop and run a luxury resort property. Whether you're into real estate investing, RV living, glamping, or just love hearing local success stories, this episode delivers practical insights wrapped in entertaining dialogue.

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In this episode of PropertyTales, host Barrett Freeman sits down with seasoned real estate investor and entrepreneur Shawn Johnson, the straight-talking host of the popular YouTube podcast Pay or Quit. Shawn brings decades of hard-earned experience to the table—he’s scaled and sold a large property management company, built a substantial real estate portfolio, and successfully bought and exited multiple businesses. His no-nonsense approach to entrepreneurship perfectly complements the show’s mix of sharp business insight and Southern humor.

The conversation quickly turns practical and personal as Shawn delivers straightforward business advice to comedian co-host Billy Hubbard, who recently purchased a new card shop. From inventory management and cash flow strategies to customer experience and scaling decisions, Shawn breaks down the real challenges and opportunities Billy faces in his latest venture. Billy’s quick wit keeps the energy high, leading to plenty of laughs while Shawn shares candid lessons from his own journeys in real estate investing and business acquisitions. With c-host, Tera Padgett, this is one to watch. 

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Comedian Andrew Conn and the rap group Waraq, who finally sat down together after years of beef and online roasting. This is years in the making with Host Barrett Freeman. 

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Justin Darnell is a wildly popular Appalachian comedian and successful entrepreneur from Salyersville, Kentucky, known for his sharp-witted, character-driven sketch comedy that puts a hilarious eastern Kentucky twist on small-town life, mountain stereotypes, and everyday holler chaos. Drawing from his roots in the hollers of Magoffin County and his real-life hustle running local businesses (including a smoke shop that brings jobs to the community), he creates viral content packed with outrageous wigs, over-the-top characters, and unfiltered Appalachian humor that celebrates and pokes fun at his hometown culture. On TikTok under @justindarnellcomedy he has grown to over 212K followers with 9.9 million likes, complemented by 149K followers on Instagram @justindarnellcomedy, where he drops daily shorts, stand-up bits, and longer comedy videos. With Host Barrett Freeman an co-hosts Billy Hubbard and Tera Padgett!

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