The 256 Investor Podcast

Tyler Wilson is a guru in his field of lending money, but it was a long road with difficulties and tough lessons to get there. Tyler shares with JD his story of building a real estate portfolio from nothing, failures, successes and the ups and downs of the financial industry over the past 20 years.  Tyler breaks down everything from market cycles, mid-term rentals, DSCR loans, and Fannie/Freddie u...

Bringing Local to Banking: North Alabama native Matt Davis has spent a life in banking. Matt takes JD from his early years in Hazel Green to leading the startup of Nova Bank in Huntsville, where he currently serves as the president.  Matt shares his journey from JUCO baseball player to commercial lender to bank executive, and how he and a group of Huntsville leaders navigated federal regulation, c...

Russ Hayles made a career change over a decade ago to become a full-time investor and real estate salesman. JD and Russ break down his decisions to go from an economics professor and high school teacher to real estate guru. Russ openly discusses his strategies, tips and advice on how others can make a similar transition. Flips, long-term holds and sales are all on the table for this conversation....

In this episode of The 256 Investor Podcast , Huntsville, AL wealth and financial advisor Cameron West stops by to share advice and insight through a life in money management. Cameron and JD discuss how to create and enjoy the benefits of real estate investing, alternative strategies for tax avoidance, why other investing outside of real estate is important, and how to help good people worry less...

In this episode of the 256 Investor Podcast , local insurance expert Will Wright joins JD for a deep discussion on insurance claims, how it really works and how to be in control and get the best of your policies.  Will Wright is the founder of The Will Wright Agency in Decatur, Alabama. With over three decades of experience in property, casualty, and life insurance, Will breaks down the real truth...

In this episode of The 256 Investor Podcast , Local Huntsville area attorney and investor Tommy Siniard discusses all things investing with JD. Tommy is a long-time familiar voice in North Alabama as a personal injury lawyer. He is also an active real estate investor of over 40 years. Tommy and JD break down a little bit of a lot of topics, including legal, insurance, investing strategies and how...

Two years ago, Stephen and Amanda Stockbridge sold their Huntsville home and hit the road for 2,000 miles to start mission work in Baja California, Mexico. In this inspiring episode of The 256 Investor Podcast, Stephen joins JD to discuss the importance of the biggest investment we can make. Stephen shares how selling his biggest asset—a home he once thought he'd never leave—became the key to...

In this powerful episode of the 256 Investor Podcast, Antonio McGinnis, Executive Director of the Huntsville Housing Authority, catches up with JD on section 8 investing in Huntsville, AL. Tony grew up in public housing, played college basketball and pro ball overseas, and ultimately returned to his hometown to now lead the HHA. We cover the history of public housing in Huntsville and the housing...

Section 8 investing in Huntsville: In this episode of the 256 Investor Podcast, Property Manager Tyler McKinney shares his  thoughts and ideas with JD on Section 8 investing alongside the Huntsville Housing Authority. Gain an understanding of the processes, benefits, strategies, disadvantages and opportunities with this complex and often misunderstood form of real estate investing.  Tyler McKinney...

In this powerful episode of the 256 Investor Podcast, host JD sits down with Joseph Ajdarodini — entrepreneur, bodybuilder, and multi-business owner. From winning Mr. Huntsville and Mr. Alabama bodybuilding titles to building companies like Muscled Up Movers, Sweetheart Cleaners, and Huntsville Gym, Joseph reveals how discipline, habits, and consistency fuel success in both fitness and business. L...

On this episode of the 256 Investor Podcast , Wes Mims, Owner of Mims Custom Home Construction , and JD have a conversation on working hard, homebuilding, networking and our favorite investing strategy- the 1031 exchange. Meet Wes and learn how he went from a blue-collar construction worker to building a strategy of effective real estate deals. Join as they uncover his journey from chemical sales...

In this episode of the 256 Investor Podcast , Brad Garland, CPA and partner with local firm Honeycomb CPAs & Advisors , and JD discuss all things accounting for investors. They tackle the core concepts and strategies all investors should consider, 1031 exchanges and the One Big Beautiful Bill. They break down the latest tax law changes, strategies for real estate investors, and the importance...

In this episode of the 256 Investor Podcast , host JD sits down with Michelle Baker , one of Alabama’s most credentialed property managers (Master Property Manager & Residential Management Professional). Michelle goes toe-to-toe with JD on life lessons as a real estate property manager, the questions you should ask when searching for one, and why every investor needs one. Michelle shares her 2...

In this episode of the 256 Investor Podcast , host JD sits down with Lonnie Jones , host of the popular Keeping Up with the Jones podcast to discuss life lessons learned over a career in counseling and ministry. Over the course of their conversation they explore the intersection of mental health, investing, mentorship, and personal growth . From overcoming failure to dealing with addiction, Lonnie...

This episode gets into the deep weeds of the exchange process. Discover how savvy investors are using 1031 exchanges to multiply their real estate portfolios, minimize taxes, and build generational wealth . In this episode of the 256 Investor Podcast , Luke Hays from IPX shares insider tips on property diversification, avoiding costly mistakes, navigating 45-day and 180-day deadlines, and leveragi...

In this episode of the 256 Investor Podcast , expert Luke Hays and host JD pick apart the 1031 tax-deferred exchange process. They unpack the strategies that build portfolios overnight and reveal the dangers and warnings that every investor should know about. They dive into investment strategies , financing challenges , property management , and scaling tips for both new and seasoned investors. Wh...

In this episode of the 256 Investor Podcast , host JD interviews Beau Cole of Cole Auction , a multi-generational real estate auctioneer and investor based in Huntsville, Alabama. Beau dives deep into his family’s legacy in real estate, how auctions differ from traditional sales, and what makes them powerful tools for buyers and sellers alike. Learn how he finds deals, clears estates, handles dist...

In this insightful episode of The 256 Investor Podcast , host JD sits down with Anthony Malone , a seasoned commercial banker with over 35 years of experience, to break down the essentials of real estate investing , commercial lending , and how to build a successful investor network in North Alabama. Learn the differences between Fannie/Freddie vs. commercial loans , why your LLC structure matters...

In this episode of the 256 Investor Podcast , host JD sits down with Huntsville native and serial entrepreneur Garrett Coyne to discuss his journey through real estate development , managing large-scale commercial real estate projects , and co-founding Hatch — a workforce development nonprofit helping young adults build self-sufficient lives. Garrett shares powerful insights on long-term rental in...

In this episode of The 256 Investor Podcast , host JD sits down with seasoned real estate appraiser Natalie Jay of Definitive Valuations to uncover the truth behind the appraisal process —a step many real estate investors overlook until it's too late. With over 20 years of experience, Natalie breaks down how appraisal standards have evolved post-recession, how home appraisals impact real estat...

Thinking about investing in Alabama real estate? Before you hand over the keys, know what could go wrong — and how to protect your property. In this episode of the 256 Investor Podcast , host Joshua Davis (JD) sits down with Sarah Taggart , a seasoned eviction attorney based in Huntsville, AL, to demystify the eviction process, legal timelines, tenant red flags, and the financial risks landlords o...

In this inspiring episode of The 256 Investor Podcast , host JD sits down with former minister turned real estate investor Steve Albanese to explore how faith, family, and financial foresight led him to build a successful rental portfolio in Georgia and Alabama. Steve shares his journey from planting churches in Georgia to learning the power of rental income , the boodle fund , and mastering the 1...

In this episode of the 256 Investor Podcast , host JD sits down with Madison County Tax Assessor Cliff Mann to discuss all things property taxes in Madison County, AL . Whether you're a seasoned investor or a first-time homebuyer, Cliff breaks down the essential info you need — from homestead exemptions , second home tax rates , and common assessment mistakes to how property taxes are calculat...

In this episode, host Joshua Davis sits down with Geoffrey Middleton, a seasoned real estate attorney with over a decade of experience practicing in Alabama and Tennessee. Whether you're just getting started or scaling your portfolio, Geoffrey breaks down the legal essentials every investor should know. Geoffrey explains why forming an LLC is a must to shield personal assets and how the rules...

In this episode, host Joshua Davis sits down with insurance expert and real estate investor John Wood to break down the often-confusing world of insurance for property investors. With a unique background in both engineering and insurance, John shares invaluable insights drawn from his years of experience owning an Allstate agency and now serving as a silent partner in an independent insurance firm...