In this episode of Wealth Made Simple, host Karlton Dennis sits down with real estate investor and entrepreneur Josh Villareal to explore his incredible journey from military service to building a seven-figure coaching business. Josh shares how a chance Instagram DM sparked a deep friendship with Karlton, and how their early morning workouts became business masterminds in the steam room. He opens up about his humble beginnings, enlisting in the military at 17, and hustling through multiple business ventures—including marketing and dropshipping — before discovering his true calling in real estate.
Josh reveals how he leveraged his VA loan benefits to buy his first property with $0 down, turning a duplex into a co-living space that now cash flows over $2,000 a month — while he lives there for free. He breaks down the co-living strategy, the renovation process, and how he used credit cards and family support to make the deal happen. The conversation dives into financial literacy within the military, why so many veterans overlook the VA loan opportunity, and how Josh is now on a mission to educate others through his fast-growing coaching program, which has helped hundreds of service members become real estate investors.
The episode wraps with a candid discussion about entrepreneurship, mindset, and marketing. Josh and Karlton reflect on the power of discomfort, the importance of mentorship, and the lessons that come from failure and persistence. Whether you’re in the military, an aspiring real estate investor, or building your own business, this conversation is packed with actionable insights, heartfelt moments, and the kind of wisdom that only comes from experience.
On Purpose with Jay Shetty
I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!
Dateline NBC
Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Special Summer Offer: Exclusively on Apple Podcasts, try our Dateline Premium subscription completely free for one month! With Dateline Premium, you get every episode ad-free plus exclusive bonus content.
24/7 News: The Latest
The latest news in 4 minutes updated every hour, every day.