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 updates, to how investors should position themselves ahead of 2026 rate drops. He also shares personal stories — including buying his first home in the 2007 crash — and the strategies that helped him build his own portfolio.Whether you're a new investor or scaling to 10+ properties, this episode provides the exact market insights, zip code strategies, lending hacks, and AI-powered forecasting tools that can level up your investing decisions in North Alabama and beyond.00:00:17   |   The Future of Homeownership: 3D Printed Homes & Smart HomesPredictions about automated homes, consumer–property interaction, and tech-driven lending. 00:01:11   |   Tyler Wilson’s Background & Entry Into Lending  Finance degree, buying his first home in 2007, and how the housing crash guided him toward becoming an advisor. 00:03:03   |   Comparing the 2007 Market to Today’s Lending Standards NINA loans, zero-down loans, and the shift toward stricter post-crash regulations.  00:06:09   |   Investment Windows: Why 2024–2026 Is a Key Opportunity Why Tyler believes we're entering a “sweet spot” for buying. 00:08:18   |   Cash Flow vs Appreciation in North Alabama Zip Codes Breakdown of Huntsville, Madison, Research Park, and Cummings Corridor strategies. 00:08:59   |   Vacancy Rates, Inventory Trends & Sub-$250K Homes Returning  140% increase in affordable listings and why older Huntsville homes are back on market. 00:10:45   |   How to Forecast Appreciation Using Investor Tools Tyler shares analysis methods using zip codes & MLS data. 00:13:09   |   Why Rates Dropping Will Trigger a Market Surge Explaining pent-up demand and why waiting may backfire. 00:18:08   |   The Role of AI in Mortgage Efficiency & Job Disruption  Industry shifts, Amazon layoffs, and efficiency gains. 00:20:58    |   The Loan Officer vs Mortgage Advisor Difference  Why loan officers may be replaced — but advisors won't. 00:22:46   |   Building a Strong Lending & Investing Team  Importance of long-term lender relationships, title companies, insurance partners, and financial planners. 00:39:40   |   Traditional Loans vs DSCR, Non-QM & Hard Money  When to use each, risks, benefits, and why traditional lending builds long-term wealth. 00:41:19   |   Hard Money Lending Risks for New Investors  Loan sharks, prepayment penalties, and why beginners should avoid it. 00:35:00   |   How Tyler Built His Own Portfolio & Uses Equity Strategically Using HELOCs, appreciating markets, and smart leverage to climb the property ladder.  

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, capital raising, merger transitions, liquidity management, risk, and community investment to launch Huntsville’s first new locally headquartered bank in decades. Topics Covered with Timestamps 01:19 – Introducing Guest Matt Davis JD and Matt discuss their long friendship and shared background. 02:33 – First Job Out of College: Selling Postage Meters How Pitney Bowes and early B2B sales prepared him for a career pivot.  03:18 – Entering Banking: Wachovia, SouthTrust & Early Lending Matt’s unexpected shift into banking after moving back to Huntsville.  04:15 – Becoming a Branch Manager at North Alabama Bank How community banking exposed him to all lending types and accelerated his learning.  04:52 – Banking Through the 2007–2009 Recession Front-row exposure to real-world credit, underwriting, and distressed assets.  06:11 – Joining National Bank of Commerce & the Merger Era NBC → CenterState → SouthState: Lessons from major mergers and acquisitions.  07:25 – Why Big Banks Often Don’t Fit Local Borrowers How large institutions shift toward middle-market lending and away from small investors.  08:12 – The Birth of NOVA Bank (2020–2023) The idea, early investors, regulatory requirements, and COVID-era challenges.  09:23 – Raising $4M in Seed Capital & Undergoing FDIC Vetting Background checks, regulatory filings, leadership vetting and more.  10:27 – Leaving a Stable Job to Start a Bank Matt takes the entrepreneurial leap, leaving South State to lead NOVA’s capital raise.  11:13 – Raising $21.5M Minimum (and Ultimately ~$27–28M) Why NOVA aimed for 6 months instead of 12, and how they contacted 2,000 people to close investors.  13:59 – Understanding Investor Psychology & Handling Rejection Improving the pitch and staying disciplined during capital raise.  16:38 – Quiet Launch Phase: Technology, Debit Cards & Buildout Why debit cards took 8 months and how banks prepare behind the scenes.  17:56 – Digital Banking Strategy & Low Overhead Model Why modern community banks thrive without heavy brick-and-mortar.  18:57 – Meeting Customers Where They Are: Convenience Banking Customer service rooted in texting, calls, mobile deposits, and relationships.  20:00 – NOVA Bank’s Madison Street Branch & Ribbon Cutting Public opening after months of soft-launch testing and operations.  21:15 – Regulatory Requirements After You Open a Bank Liquidity, asset ratios, concentration risk, ongoing monitoring.  22:12 – Loan Portfolio Strategy & Concentration Limits Why NOVA prioritizes single-family investors, construction, CRE, C&I loans, and cash products. 26:00 – Winning the National Bank Simulation Competition How his team outperformed 75 other banks using disciplined strategy. 31:00 – Why Huntsville Needed a Truly Local Community Bank Filling the void left after major acquisitions eliminated local headquarters.  33:00 – Lessons From the 2008 Crash & Subprime Crisis Risks of “quick and easy loans” vs. responsible local lending.  35:21 – Understanding What Types of Borrowers NOVA Bank Serves Best Why NOVA focuses on investors buying 1–4 homes per year, small business owners, and referrals.  38:02 – Selecting the Right Investors & Upholding Character Standards Why NOVA turned down certain out-of-market investors.  40:07 – Building a Board & Team You Can Call Anytime Community expertise, collaboration, and being a good steward of capital. 41:59 – Why Deposit Growth Is the Fuel for Lending Deposit strategy, rates, and why young banks must be hungry. 

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. Russ shares how his background in economics shaped his approach to decision-making (including the sunk cost mindset that every investor must master), the hard lessons from his first flip gone wrong, and how he built a scalable partnership model to grow a portfolio of over 25 rental properties—without chasing hype or speculation.Topics Covered with Timestamps00:01:14 | Introducing Guest: Who is Russ Hales?00:01:26 | Transitioning from Teaching & Coaching to Real Estate00:03:55 | The First Flip: Buying on Whitesburg & Everything That Went Wrong00:05:00 | Foundation Failures, Redos & Learning the Hard Lessons00:08:51 | Understanding Sunk Cost Fallacy in Real Estate00:10:54 | Making Decisions Based on Current Facts — Not Past Spend00:13:31 | Advice to Sellers: Why Repairs Don’t Always Add Sale Value00:15:19 | Pricing Strategy: Quick Sale vs. Waiting for the Right Buyer00:16:24 | Deciding Flip vs. Buy-and-Hold: How Russ Evaluates Each Property00:18:01 | Portfolio Snapshot: 26 Rentals & The Cash Flow Reality00:21:51 | The Short-Term Rental Pivot: When Huntsville Changed the Rules00:23:20 | The Truth About Airbnb Restrictions in Huntsville00:26:31 | Long-Term Plan: Paying Off Rentals for Retirement Cash Flow00:29:13 | Partnership Structure: Dividing Labor & Avoiding Conflict00:32:15 | Life Balance & Humor: Still Playing Basketball at Age 43

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 about their finances.  Topics Covered with Timestamps00:00 | The Great Divide Between Real Estate Agents & Financial AdvisorsWhy the two industries often clash — and how diversification bridges the gap.02:00 | From Preachers to Portfolio ManagersCameron shares his family legacy in finance, growing up with Dave Ramsey’s first endorsed providers, and how it shaped his financial mindset.06:00 | First Steps in Real Estate & Owning a Coffee ShopHow a financial advisor got into property ownership and small business investing.08:00 | Diversifying Without OverextendingCameron explains the value of spreading investments across real estate and markets — and the inefficiencies that make real estate profitable.13:00 | Creative Tax Strategies for InvestorsBreaking down 1031 Exchanges, Delaware Statutory Trusts (721s), and REIT conversions to defer taxes and retain income potential.17:00 | Flipping Homes Using a Self-Directed IRAHow Cameron uses self-directed retirement accounts to flip homes tax-deferred — a smart workaround to avoid ordinary income taxes on short-term flips.23:30 | Smart Budgeting in the Real WorldWhy automation beats micromanagement — and which budgeting tools actually work (Mint, Monarch, YNAB, EveryDollar, Copilot, etc.).29:00 | The Psychology of Spending & the Dave Ramsey EffectUnderstanding financial peace vs. financial freedom — and when discipline beats emotion.36:00 | Maxing Out Your 401(k) — Or Not?When it’s smart to invest outside retirement accounts to maintain flexibility and liquidity for business opportunities.42:00 | Teaching Kids About MoneyHow to instill financial confidence in the next generation — from “spend/save/give” envelopes to early investment accounts.46:00 | Generational Investing & Compound GrowthThe story of a 31-year-old millionaire whose father started investing $5 birthday gifts early — proof that small seeds grow big wealth.52:00 | Love, Marriage & Money ManagementHandling financial imbalance between spouses — from budgeting conversations to automation and emotional awareness.58:00 | Subscriptions, Overspending & Hidden CostsModern money traps: unused memberships, streaming overload, and the importance of tracking recurring expenses.

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 truths behind homeowners and rental property coverage — from how to file a claim that actually gets paid to understanding how insurance cycles impact your bottom line.Topics Covered with Timestamps00:01:06 | Meet Will WrightWill shares his 30-year journey from life insurance agent to independent agency owner.00:02:27 | The Truth About Insurance CyclesWhy rates rise and fall every 5 years — and how savvy investors can take advantage.00:03:37 | When “We’ll Never Cancel You” Isn’t TrueWill exposes major carriers that drop customers despite promises of lifetime coverage.00:05:09 | Agents Who Care vs. Agents Who Don’tHow to spot a good insurance agent — and why your agent’s involvement can make or break a claim.00:07:55 | The Hidden Risk of Filing a ClaimHow filing without proof can raise your rates even when you’re denied.00:08:13 | What Makes a Valid Roof ClaimWill explains how roofers and adjusters evaluate hail damage and why proper documentation matters.00:10:18 | Tornado & Catastrophic Losses ExplainedHow “cat loss” events affect adjusters, agents, and your payout potential.00:11:55 | Managing Properties from Out of StateEssential steps for investors who rely on property managers to file claims correctly.00:14:20 | Deductible-Coverage PoliciesA new insurance product that covers up to $25,000 of your deductible for tornado losses.00:15:19 | How to Appeal a Denied ClaimThe step-by-step process to re-open a claim and increase your odds of success.00:18:19 | When Not to File a ClaimWhy using insurance for “maintenance” causes premiums to skyrocket — and what to do instead.00:20:19 | Common Water Damage ClaimsBurst lines, leaking hoses, and other hidden risks that lead to expensive water losses.00:23:01 | Slow Leaks vs. Sudden LossesHow insurance defines “sudden and accidental” — and why slow leaks are almost always denied.00:24:00 | The Mold MythWhy most mold claims are denied and how minimal coverage really works.00:27:03 | Investor Insurance StrategyWill shares practical advice for investors — higher deductibles, fewer riders, smarter cash flow.00:29:22 | Multifamily Coverage ChallengesWhy insuring 5+ unit properties is difficult and costly in today’s market.00:31:17 | Metal Roofs & Cosmetic Damage ClausesThe fine print that can leave you uncovered after hail damage.00:32:34 | Final Advice for InvestorsBudget for maintenance, use insurance wisely, and “buy low, sell high.”00:33:00 | Contact The Will Wright AgencyWill shares how investors can reach his office in Decatur, Alabama.

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 to change and adapt to our area and beyond. Perfect for investors, landlords, and legal-minded entrepreneurs alike.Topics Covered with Precise Timestamps00:01:54⁠ | Tommy’s Journey from Law to Real Estate — Siniard shares how a 45-year legal career and 30 years in property investment taught him financial independence.00:03:20⁠ | Why Real Estate Beats the Stock Market — With 90% of his wealth in real estate, Tommy calls it a “certainty” compared to stock volatility, emphasizing passive income and stable growth through smart acquisitions.00:05:20⁠ | Landlord-Tenant Law in Alabama — As a landlord-friendly state, Alabama still imposes legal duties. Siniard breaks down handling complaints over HVAC failures, mold, and radon—highlighting tenant rights and landlord obligations.00:06:50⁠ | Two Must-Have Partners: Property Manager & Handyman — Every investor should delegate to professionals who handle tenants, contractors, and repairs. 00:10:05⁠ | Mold, Radon & Legal Liability — Tommy explains how mold remediation requires certified treatment and why most insurance policies exclude mold coverage. He warns investors to secure radon testing and mitigation to prevent lawsuits.00:20:13⁠ | Hidden Dangers in Insurance Policies — From pit-bull attacks to earthquake and storm-surge exclusions, Siniard shows why landlords must scrutinize policies and add riders for earth movement, flood, or umbrella liability protection.00:35:18⁠ | Smoke & Carbon Monoxide Detectors Save More Than Lives — A tragic $5M fire lawsuit shows why landlords must inspect alarms semi-annually. He also urges dual CO/smoke detectors in rentals to prevent fatal liability.00:38:09⁠ | Negligence & Injury on Your Property — Ignoring repair notices (like loose steps or rotten boards) can lead to massive injury lawsuits—even if the injured party is a delivery driver or guest, not the tenant.00:39:03⁠ | Tree Risks & Insurance Denials — Insurance companies may deny claims if trees overhang your property. Siniard reveals how underwriters inspect homes and why proactive removal (costing $5K–$20K) protects investors.00:40:59⁠ | Buying Properties 20% Under Value — His formula: offer 20% below list, use a “14-day due diligence” clause to back out anytime, and target deals that can quickly rent for mortgage + 10% repair buffer.00:45:04⁠ | Lease-to-Own Conversions — About 80% of his tenants buy their rentals after one year. This method increases property care, reduces turnover, and builds strong tenant relationships while ensuring profit.00:46:27⁠ | Huntsville’s Best Zip Codes for Investors — Siniard explains how school zones, infrastructure, and safety shape value appreciation.00:49:07⁠ | Turning Acreage into Profit — Splitting off lots can multiply returns. He describes carving five $50K lots from one 6-acre parcel while retaining rental income on the main house.00:50:57 | Marshall County’s Hidden Advantage — With minimal regulation and no building permits required, investors can build or subdivide more affordably—making it a promising market for future growth.

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 early financial freedom and a new life of purpose.Together, they explore what it means to redefine wealth, how homeownership can be both a financial and spiritual investment, and how major life transitions can open the door to deeper fulfillment. Stephen also opens up about his and his wife Amanda’s work combating domestic violence, providing medical outreach, and launching English language programs in underserved Baja communities.Whether you're an investor thinking about your next move or someone seeking purpose beyond the paycheck, this story proves that smart financial decisions can lead to extraordinary impact.Topics Covered with Timestamps:00:01:15 | Meet Stephen Stockbridge – From Huntsville to BajaStephen shares his background, how he and his wife became missionaries in Baja California, and the nature of their work supporting local churches and communities.00:03:00 | Challenges in Mexico & Domestic Violence AwarenessStephen discusses cultural challenges, including domestic violence in Mexico, and how their ministry is addressing these sensitive issues through education and outreach.00:05:30 | The Turning Point – Selling Everything to ServeStephen and JD reflect on his life-changing decision to sell his house, retire early from landscaping, and fully commit to missionary work.00:07:06 | Real Estate Insight – When Your Home Becomes an InvestmentJD connects Stephen’s story to Rich Dad Poor Dad principles—how a home can become a launching pad for new opportunities when viewed strategically.00:09:45 | Timing the Market & Making the SaleStephen shares how perfect timing and the Huntsville housing boom doubled his home’s value, making his mission dream financially possible.00:12:00 | Homeownership Lessons & Long-Term PayoffsThey reflect on the power of homeownership as a tool for stability and freedom—and how choosing to buy instead of rent made all the difference.00:14:00 | Life in Baja – Language, Culture, and ServiceStephen talks about learning Spanish, starting English classes for locals, and creating programs that bridge educational and cultural gaps.00:16:30 | Minimalism & Letting Go of Material ThingsHe describes the emotional process of downsizing—selling, donating, and keeping only what fit in a 16-foot trailer—and what it taught him about priorities.00:18:53 | Redefining Wealth & HappinessStephen reflects on leaving behind the American “rat race” for a life defined by service, simplicity, and purpose in Mexico.00:20:26 | Closing Thoughts & Call to ActionJD wraps up the conversation, sharing how listeners can support Stephen’s mission work and reminding investors that financial freedom isn’t just about money—it’s about meaning.

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 choice voucher program, the benefits for both the investor and consumer, and advantages to working with the HHA. Whether you’re a real estate investor considering participation in Section 8, a landlord curious about the process, or simply someone who wants to understand the truth about affordable housing in Huntsville, this episode is packed with insights you won’t want to miss.Topics Covered with Timestamps[00:01:17] Growing Up in Huntsville Public Housing – Tony’s early life in Mason Court and Sparkman Homes[00:01:58] Basketball Journey – From Butler High School MVP to Texas A&M and pro basketball in Slovenia & Australia[00:06:00] Career Shift – From Boys & Girls Club leadership to Huntsville Housing Authority[00:08:49] Becoming Executive Director – Path to leading HHA and the organization’s 85-year legacy[00:09:50] Public Housing in Numbers – Units, Section 8 vouchers, and overwhelming demand[00:10:22] Understanding Section 8 – Landlord rights, inspections, myths, and responsibilities[00:13:33] Dispelling Myths – Tenants do work; landlords retain full screening control[00:17:04] Who Qualifies for Housing – AMI ranges, working families, and income-based assistance[00:20:24] Path to Homeownership – Turning vouchers into mortgages and ownership opportunities[00:21:13] Landlord-Tenant Relationships – Building partnerships and accountability on both sides[00:22:11] Program Strengths – Why Huntsville’s Housing Authority is high-performing[00:23:42] Transparency & Community Engagement – Annual meetings, open communication, and dispelling stigma

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, Realtor and Property Manager at Holloway and Associates, shares his journey from Kansas City to Huntsville, how his Oakwood University roots shaped his career, and why he believes the Section 8 (Housing Choice Voucher) program can be a smart strategy for investors. Listeners will learn the pros, cons, myths, and practical steps of working with the Huntsville Housing Authority, from guaranteed rent to inspection requirements.Whether you’re a local investor or exploring opportunities from out-of-state, this episode delivers valuable insights into how Section 8 works, what makes Huntsville unique, and how property managers like Tyler help ensure compliance and profitability.Topics Covered with Timestamps01:16 – Tyler’s Background: From Kansas City to Oakwood University02:10 – Discovering Real Estate Through Internships & Property Management03:24 – Specializing in Section 8 Properties04:03 – Holloway and Associates’ Role in Huntsville’s Section 8 Market04:30 – What Section 8 Is & Why It Benefits Investors05:28 – Long-Term Tenants & Stability in Section 8 Rentals06:23 – Busting Myths About Section 8 Renters07:32 – Double Vetting Process: Landlords + Housing Authority Screening08:29 – Inspections: Pros and Cons for Investors10:16 – Annual Inspections & Required Repairs11:01 – Lease Terms, Market Rent, and Security Deposits13:55 – Timelines: Renewal Notices & Rent Increases14:40 – Getting a Property Approved for Section 815:52 – Why Huntsville Holds Investors to Higher Standards16:39 – Timing Issues & the Importance of Property Managers18:20 – Why Out-of-State Investors Need Local Representation19:18 – Common Misconceptions: Easy Money vs. Actual Work20:13 – Communication Challenges: Snail Mail vs. Online Portal21:20 – Payment Process: ACH vs. Checks21:50 – Market Advantage: Section 8 Pays Above Fair Market Value22:57 – Pricing Strategy for Investors23:28 – Handling Natural Disasters & Major Repairs25:03 – Why Section 8 Works Like Any Other Rental (with Extra Steps)25:53 – Final Thoughts: Section 8 as a Smart Investment Strategy

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.Listeners will hear how Joseph overcame early struggles, transformed discipline from bodybuilding into entrepreneurship, and adapted to changing industries using technology like AI. Packed with insights on mindset, leadership, and resilience, this episode is a blueprint for anyone who wants to achieve peak performance in business and life.Topics Covered with Timestamps00:01:04 | Introduction of Joseph Ajdarodini – Entrepreneur, bodybuilder, and Huntsville native00:02:32 | Building businesses: from moving company and cleaners to real estate and fitness00:03:45 | Daily routines, strict habits, and prioritizing health as the #1 investment00:06:33 | Lessons from bodybuilding: discipline, sacrifice, and building structure for success00:09:50 | Origin story of Muscled Up Movers and scaling a business with community00:12:12 | High school football, injury setbacks, and the pivot to bodybuilding00:16:47 | Family legacy, Iranian roots, and entrepreneurial spirit passed down from his father00:19:16 | Lessons as a loan officer: people’s habits, credit, and financial discipline00:24:00 | Business failures, trial & error, and embracing mistakes as growth00:28:15 | Leveraging AI to scale businesses and adapt to industry changes00:33:02 | The importance of humility, adaptability, and avoiding ego in business00:35:18 | Rock bottom, finding motivation, and manufacturing urgency00:39:26 | Core life philosophy: discipline, impact, and living with intentionality

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 to custom home building and real estate investing. Wes shares his experiences buying and selling subdivisions, leveraging 1031 exchanges for commercial and residential properties, and navigating flips and rentals. He dives deep into the importance of networking, due diligence, and building long-term relationships in real estate. Whether you’re a new or seasoned investor, this conversation offers practical lessons on construction, investment strategy, and market growth in North Alabama.Topics Covered with Timestamps00:00:00 — Introduction & Mentorship LessonsJD introduces the show; Wes explains why he chose to learn by investing rather than paying for high-cost mentorship.00:01:04 — Wes’s Background & Entry Into Real EstateFrom growing up in Chilton County to starting in construction and later entering real estate investing.00:02:32 — First Investments & Subdivision PurchaseBuying lots, building spec homes, and eventually acquiring a foreclosed subdivision.00:03:19 — Using the 1031 ExchangeHow Wes leveraged the 1031 to buy both a commercial property in Ohio and a rental in Auburn.00:04:57 — Finding Properties & NetworkingThe importance of relationships and connecting with the right real estate agents and investors.00:06:16 — Commercial Investment in Medical Real EstateInvesting in dental practice property through Captus Investments in Ohio.00:07:14 — Auburn Rental StrategyWhy Wes chose Auburn for a long-term rental and how he stays involved with the homeowners’ association.00:10:47 — Balancing Flips & RentalsThe challenges and wins from flips, including lessons from a near-loss.00:16:46 — The “Base Hit” Mentality vs. Home RunsWhy focusing on steady, smaller wins builds long-term success in real estate.00:20:18 — Building a Reliable NetworkHow strong relationships with agents, contractors, and mentors fuel investment opportunities.00:23:26 — Giving Value Without Expecting Immediate PaybackThe importance of long-term relationships over short-term profits.00:25:38 — Pitfalls & Due Diligence in FlippingLessons learned from underestimating repair costs and hidden property issues.00:28:01 — Focus on Custom Home ConstructionWes’s current business: Mims Custom Home Construction, offering design-to-completion builds.00:29:47 — Market Shifts Post-COVIDRising costs per square foot, technology adoption, and client expectations.00:31:19 — North Alabama Market OutlookPopulation growth, job infrastructure, and tax advantages driving demand in Huntsville.00:34:07 — Flipping Strategies & NetworksWhy most of Wes’s flips came from agent relationships and referrals, not cold calls.00:36:20 — Lessons in Cash Flow & Work EthicLeveraging W-2 jobs, sweat equity, and personal sacrifices to get started in investing.00:39:35 — Closing ThoughtsWes shares final lessons on patience, relationships, and long-term growth in investing.

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 of building a strong professional network. From bonus depreciation and mileage tracking to the nuances of 1031 exchanges, Brad shares actionable insights every investor and business owner should know. Whether you’re a seasoned investor or just getting started, this conversation will help you plan smarter, save more, and avoid costly mistakes.Topics Covered with Timestamps[00:00:56] Guest introduction – Brad Garland, CPA & Honeycomb CPAs and Advisors[00:02:17] The One Big Beautiful Bill Act (OBBBA/OB3) and what investors need to know[00:05:06] Bonus depreciation, Section 179, and accelerated depreciation explained[00:07:55] Passive activity limitations: Schedule C vs Schedule E considerations[00:10:04] Vehicle interest deductions & business vs personal use[00:11:16] Mileage tracking best practices & recommended apps[00:14:07] Software solutions for receipts, bookkeeping, and expense management[00:15:52] Personal finance apps & budgeting (YNAB, Quicken, Mint, Empower)[00:18:41] Why people struggle balancing accounts & forgotten subscriptions[00:22:12] CPA vs DIY tax software (TurboTax) — pitfalls & missed savings[00:27:02] 1031 exchanges — timing, planning, and CPA vs attorney perspectives[00:31:28] Business structures: LLCs, partnerships, corporations — what really saves taxes[00:34:20] Importance of professional networks (BNI, CPAs, attorneys, insurance)[00:37:35] How to connect with Brad Garland & Honeycomb CPAs

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 20+ year journey through real estate—starting in the mid-2000s housing boom, surviving the 2008 foreclosure crisis, building a preservation company, and ultimately becoming a leader in property management.Discover insider tips on:How foreclosures shaped today’s real estate marketThe difference between Realtors and trained property managersKey mistakes new investors make when buying rental propertiesWhy proper certifications (NARPM, MPM, RMP) matter for long-term successWhat investors should look for in property managers in Huntsville & beyondIf you’ve ever wondered how to protect your rental investments, manage tenants legally, and avoid costly mistakes—this episode is packed with hard-earned wisdom.Topics Covered with Timestamps:03:00 | The 2008 crash, running a foreclosure preservation company, insights into property cleanouts, repairs, and equity opportunities.06:30 | Lessons learned from foreclosures, impact on property management, and how maintenance experience shaped her career.10:00 | Michelle’s certifications: Master Property Manager (MPM) and Residential Management Professional (RMP)—why they matter.13:30 | The problem with untrained Realtors managing rentals; importance of understanding landlord-tenant law and fair housing.20:00 | Common investor mistakes: poor property layouts, self-management risks, “cheapest PM” trap, and eviction realities.28:00 | Reviews, bad tenants vs. bad investors, importance of policies, procedures, and communication styles.34:00 | Tech changes: from paper ledgers to property management software, portals, and why everything must be in writing.40:00 | Why investors must choose serious PMs with training; balancing vacancy rates vs. rent levels.44:00 – | Current Huntsville & North Alabama real estate market outlook—growth, rental demand, and surrounding hot spots (Decatur, Athens, Guntersville, Arab).

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 shares deep insights on how expectations vs. reality shape success, why mentorship matters in investing, and how to build a life that balances financial gain with emotional well-being. Whether you’re a new or seasoned investor, this conversation offers practical wisdom to help you navigate challenges, manage emotions, and enjoy the process rather than just the reward.What We Covered – With Timestamps01:18 | How psychology, ministry, and adventure-based therapy connected in his career03:30 | Police chaplaincy & 30+ years embedded with SWAT05:14 | Mentorship, trust, and early influences shaping his work07:45 | Expectations vs. reality: failure, grief, and emotional perception12:05 | Investing lessons: chasing rewards vs. embracing the process15:30 | Brain chemistry: why highs and lows can trap investors & addicts17:47 | Emotional intelligence for youth: insight, regulation, delayed gratification20:30 | Addiction, trauma, and why habits take root unconsciously29:22 | Overwork, the Eisenhower Box, and finding balance36:11 | Redefining success & the rock climbing story that changed Lonnie’s perspective42:03 | Lonnie’s definition of success: “significant obscurity”43:25 | Where to find Lonnie’s podcast, speaking, and counseling work

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 leveraging appreciation for long-term gains. Whether you're a seasoned investor or just starting, this conversation will equip you with actionable strategies to expand your holdings and protect your profits.Topics Covered1031 Exchange Rules and eligibilityDiversification benefits: Selling one property to buy multipleState tax advantages in the Southeast vs. high-tax statesHidden appreciation and ROI considerationsQualifying vs. non-qualifying propertiesHolding period myths & safe harbor guidelinesPrimary residence exclusion vs. investment property rules45-day identification & 180-day closing deadlinesIdentification rules: 3-property rule & 200% rulePartial exchanges, “boot,” and tax implicationsEstate planning & generational wealth strategiesEntity ownership pitfalls and vesting issuesRisk management & avoiding common mistakes

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. Whether you're just getting started or looking to take your rental business to the next level, this conversation is packed with real-life experience and practical knowledge. This is part 1 of 2 with Luke Hays. Subscribe now for more expert insights on real estate investing, tax planning, and acquisitions.

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 distressed properties, and builds wealth through rental property investing. This is a must-watch episode if you're interested in auctions, estate sales, and long-term real estate strategies. Topic CoveredReal Estate AuctionsHuntsville Property MarketRental Property InvestingPassive Income Real EstateEstate Sale AuctionsAlabama AuctioneersBuy & Hold StrategyDistressed Property DealsReal Estate Investment Tips256 Investor PodcastWhat We Covered – With Timestamps0:45 – How Beau got into the auction business & licensing requirements3:46 – Why auctions can be smoother than traditional sales7:21 – How they find buyers and market auctions12:06 – Personal property and estate sales process15:41 – Common myths about auctions and distressed properties17:51 – Beau’s approach to real estate investing and finding deals32:21 – Rental management, Section 8, and tenant strategy37:01 – Wildest and weirdest auction stories from the field

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, the importance of underwriting guidelines, and how to leverage a team of professionals to scale your real estate portfolio.Whether you're just getting started or scaling to multi-family units, this episode is packed with real estate investment strategies, bank loan insights, and cash flow underwriting tips that every investor should know.Topics Covered:Commercial Real Estate LendingReal Estate Investment StrategiesLLC vs. Personal Name for Property OwnershipBuilding a Real Estate TeamUnderwriting Guidelines for InvestorsFannie Mae and Freddie Mac vs. Bank LoansCash Flow Requirements and 1.2x Coverage Ratio1031 Exchange for Portfolio ExpansionProperty Management and Location AnalysisInvestment Banking Relationships in Huntsville and Madison County

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 investing, the evolution of the Low Mill neighborhood, local zoning regulations, and the impact of federal infrastructure like the FBI relocation and Space Command. Whether you're a new investor or a seasoned pro, this episode is packed with strategies, trends, and inspiration for building a mission-driven real estate business.✅ Perfect for: Real estate investors, Huntsvilleentrepreneurs, economic developers, nonprofit leaders, andanyone interested in Huntsville’s housing market and urbanrevitalization.Topics Covered:Real estate development in Huntsville ALInvesting in Low Mill and 35805 zip codeLong-term rental strategy vs. flippingWorkforce development and nonprofit leadershipHuntsville’s housing market trends 2024–2025Short-term rental regulations in HuntsvilleCommercial redevelopment of West Lawn Middle SchoolHatch nonprofit and workforce readinessFBI expansion HuntsvilleSpace Command relocation to HuntsvilleAffordable housing HuntsvilleChoice Neighborhood InitiativeUrban planning and revitalization in HuntsvilleInvesting during high interest rates

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 estate deals, and what new and seasoned investors must know to avoid costly appraisal mistakes. From understanding how a sunroom, unfinished basement, or detached dwelling affects a property’s appraised value, to navigating hard money loans, FHA appraisal requirements, and the rise in foreclosures—this is a must-listen for anyone investing in real estate in today’s market.Whether you're flipping properties, buying rental homes in North Alabama, or investing out of state, this episode gives you the edge you need to make smart, informed decisions.👉 Topics Covered:Why real estate appraisals are crucial—even when paying cashHow to prepare for VA, FHA, and conventional loan appraisalsThe biggest red flags real estate investors miss when evaluating propertiesWhat really goes into determining comparable value (comps)How wholesalers mislead buyers with inflated ARVsThe impact of the Dodd-Frank Act and current appraisal regulationsTips for investing wisely in Huntsville's real estate market📈 Whether you’re buying your first rental property or scaling your portfolio, this deep dive will sharpen your investment strategy and help you better navigate the real estate appraisal process.