Not Your Average Investor Show

Hosted by Gregg Cohen (JWB) & Pablo Gonzalez

Business Entrepreneurship

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Episodes

479

Latest episode

Jun 2026

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EN-US

About the show

Rental Income Property investing doesn't need to be as difficult as you think it is. Why do we say this? Studies have shown that most Americans believe real estate is the best tool to accumulate wealth, yet only a minority of them use that tool... simply because it seems too complicated. The Not Your Average Investor show will show you how JWB has made it easy for people like you to invest in rental income properties by showing you the fundamentals that make rental income investments succesfull- cash flow, market dynamics, and (most importantly) people.We're glad you've decided you are NOT average!

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June 15, 2026Episode 5041 hr 0 min

504 | The Top 10 Markets for Rookie Investors in 2026

BiggerPockets just shared a list of the top 10 markets for rookie investors, and Jacksonville came in at the top!That sounds like good news if you are thinking about buying your first rental property. But choosing the right city is only one part of making a smart first investment.That’s why this week on the Not Your Average Investor Show, JWB Co-Founder Gregg Cohen and host Pablo Gonzalez are breaking down the list and talking about what first-time investors should really look for before they buy.You’ll learn:✅ Why Jacksonville stands out as a market for new investors✅ Why your first investment should be about avoiding big mistakes before chasing the biggest return✅ How to think about the market, the property, and the team helping you invest✅ What makes Jacksonville worth considering beyond one rankingYour first rental property can shape how you think about investing for years to come. The goal is not just to buy in a market that made a list. It is to make a decision that gives you a strong foundation for building long-term wealth.Listen NOW!Chapters:00:00 Show Kickoff01:57 Inc Best Workplaces Win03:40 Why Awards Matter06:09 Five Million Cash Flow08:23 Top 10 Rookie Markets11:11 What Makes a Rookie Market11:53 Survivability Comes First14:32 The Right Team Matters17:39 Affordability And Cash Flow23:20 Rental Demand And Runway26:24 Diversified Economy Teaser26:34 Job Base and Anchors28:02 Fortune 500 vs Industry Mix29:51 Negative Cash Flow Explained32:44 Incentives and Trust36:37 Market Evaluation Prism38:20 Appreciation First Cities41:32 Cheap Cash Flow Traps45:22 Population Growth and Perception49:14 Goldilocks Markets Texas Florida51:45 Why Jacksonville Wins54:57 Operator First Takeaway58:17 Wrap Up and Next ShowStay connected to us! Join our real estate investor community LIVE: https://jwbrealestatecapital.com/nyai/Schedule a Turnkey strategy call: https://jwbrealestatecapital.com/turnkey/ *Get social with us:*Subscribe to our channel @notyouraverageinvestor Subscribe to @JWBRealEstateCompanies 🌐 Facebook Group - https://www.facebook.com/groups/rentalpropertyinvesting📸 Instagram - https://www.instagram.com/nyai_community📸 Instagram - https://www.instagram.com/jwbrealestatecompanies

June 8, 2026Episode 5031 hr 8 min

503 | Why The Smartest Investors Are Expanding Their Portfolio Right Now w/ Leslie Wilson

Interest rate and monthly payment? We all know those numbers.But what about the total interest you could pay over the full life of the loan?One investor recently looked at that number across 14 mortgages, and the results were hard to ignore. Some loans showed total interest percentages as high as 133%!That’s why this week on the Not Your Average Investor Show, host Pablo Gonzalez is sitting down with Leslie Wilson, known in the community as The Real Estate Maven, to talk about what she found, why it changed how she looks at her mortgages, and the financing strategy she is now researching.You’ll learn:- where to find the total interest percentage on your mortgage paperwork- what Leslie discovered after reviewing 14 mortgages- exploring HELOCs and lines of credit to pay down mortgage debt faster- what to consider before changing the way you use debt and equity in your portfolioSometimes one small number on a loan statement can change how you think about your whole portfolio.Listen NOW!Chapters:00:00 Meet The Maven02:26 From Plan B to Plan A04:25 Early Rentals and Hard Lessons06:01 Crash Opportunity in Denver09:06 Finding JWB and Scaling Up12:51 Why Jacksonville Now14:27 Funding Deals with Refinances17:46 Appraisals and Investor Mindset21:24 Bundle to Ten and DSCR Loans24:22 Asset Protection and LLC Setup27:35 Infinite Banking Explained33:47 Using Policy Loans for Down Payments36:58 Audience Q and Tax Treatment37:27 Mutual vs Stock Insurers38:12 Tax Free Policy Loans39:20 Replace Your Mortgage41:48 HELOC Cashflow Method45:34 Snowball vs Avalanche Payoff48:18 Why Keep Optimizing52:00 Portfolio Pac Man Breakdown55:06 Why Jacksonville Works58:03 Tactical Q and A01:00:16 Termites and Repairs01:03:49 Plant the Tree Today01:05:32 Final Send OffStay connected to us! Join our real estate investor community LIVE: https://jwbrealestatecapital.com/nyai/Schedule a Turnkey strategy call: https://jwbrealestatecapital.com/turnkey/ *Get social with us:*Subscribe to our channel @notyouraverageinvestor Subscribe to @JWBRealEstateCompanies 🌐 Facebook Group - https://www.facebook.com/groups/rentalpropertyinvesting📸 Instagram - https://www.instagram.com/nyai_community📸 Instagram - https://www.instagram.com/jwbrealestatecompanies

June 1, 2026Episode 5021 hr 7 min

502 | BREAKING: New 2026 Jacksonville Data Is Out!

The new State of Downtown Jacksonville Report just dropped, and the numbers tell a bigger story for real estate investors.There’s always a lot of talk about downtown Jacksonville, but this report gives us actual numbers to work with. And as real estate investors, that’s where the conversation gets more useful.That’s why this week on the Not Your Average Investor Show, JWB Co-Founder Gregg Cohen and show host Pablo Gonzalez are breaking down what’s new, what’s interesting, and what matters from the latest State of Downtown Jacksonville report.They’ll talk about:- the biggest single-family trends from the report- what the multifamily numbers reveal about downtown demand- how Jacksonville compares to national market trends- which data points matter most for long-term rental investors- what the report suggests about downtown Jacksonville’s next phaseDon’t just read the report. Come get the data with perspective, ask your questions, and see what these numbers could mean for investors.Listen NOW!Chapters:00:00 Downtown Report Teaser01:20 Show Intro and Setup02:14 What Is Downtown Vision04:28 Downtown Vision vs DIA06:22 Why Downtown Matters Investors09:08 18 Hour Downtown Thesis12:26 Jacksonville Macro Highlights13:27 10K Residents Tipping Point15:39 Population Surge and Projections23:48 Grocery Stores Signal Momentum27:08 Defining Downtown Neighborhoods28:14 Downtown Economic Impact Stats30:14 Seven Billion Development Pipeline32:59 Under Construction vs In Review35:04 Big Projects Spotlight35:22 Pearl Square Momentum38:38 Jobs And UF Campus41:36 Three Downtown Nodes44:11 Eds And Meds Growth46:26 Office Vacancy Reality50:18 Visits Events Nightlife54:36 Public Spaces Flywheel57:43 Community Q&A Roundup01:04:33 Final Takeaways SignoffStay connected to us! Join our real estate investor community LIVE: https://jwbrealestatecapital.com/nyai/Schedule a Turnkey strategy call: https://jwbrealestatecapital.com/turnkey/ *Get social with us:*Subscribe to our channel @notyouraverageinvestor Subscribe to @JWBRealEstateCompanies 🌐 Facebook Group - https://www.facebook.com/groups/rentalpropertyinvesting📸 Instagram - https://www.instagram.com/nyai_community📸 Instagram - https://www.instagram.com/jwbrealestatecompanies

May 25, 2026Episode 5011 hr 0 min

501 | Building Confidence Before Your First Deal with Reggie Faunce

Everybody wants to feel more confident before making a big investing decision.But for a lot of people, that confidence does not show up all at once. It builds over time through learning, listening, asking questions, and seeing what actually works in the real world.This week on Not Your Average Investor, Gregg Cohen sits down with Reggie Faunce to talk about what it looked like to go from learning about real estate investing to finally taking action, and why that journey became about much more than just buying a property.Here’s what we’ll dive into:- how real investors think about building wealth in a changing market- what people learn once they are actually in the journey- how investors handle uncertainty, setbacks, and surprises- what lessons may help you make your own next move with more confidenceIf you have ever thought to yourself, "I need a little more confidence before I make my next move," this is a conversation worth hearing.Listen NOW!Chapters:00:00 Welcome and Setup02:33 Meet Reggie Faunce03:24 Community and First Win04:55 Reggie Background Story05:34 First Property and Education09:06 Using a 1031 Exchange12:33 Why Buy and Hold15:00 Legacy and Family Wealth16:46 Summit Cardboard Cutouts18:48 Teaching the Next Generation24:04 Rentership Trend and Roll Call25:46 Overcoming Challenges32:06 Three to Five Year Plan34:03 VA Loan House Hacking Plan36:26 House Hacking On Steroids38:44 Equity Harvesting And Legacy40:39 Portfolio Numbers Breakdown42:23 Choosing New Build Vs Rehab48:01 Five Profit Centers Explained49:24 Incentives And Refinance Upside52:02 Q&A 1031 Exchange Timing56:23 Incentives Questions And Wrap57:45 Final Thanks And SendoffStay connected to us! Join our real estate investor community LIVE: https://jwbrealestatecapital.com/nyai/Schedule a Turnkey strategy call: https://jwbrealestatecapital.com/turnkey/ *Get social with us:*Subscribe to our channel @notyouraverageinvestor Subscribe to @JWBRealEstateCompanies 🌐 Facebook Group - https://www.facebook.com/groups/rentalpropertyinvesting📸 Instagram - https://www.instagram.com/nyai_community📸 Instagram - https://www.instagram.com/jwbrealestatecompanies

May 18, 2026Episode 5001 hr 21 min

500 | 500 Episode Celebration! What We’ve Learned Investing Together

We’ve officially hit 500 episodes of the Not Your Average Investor Show.What started as a conversation about real estate investing turned into something more. A place where investors could find clarity, ask better questions, and stay grounded through every market cycle.Along the way, there were challenges. Moments of uncertainty. Big decisions in real time. And conversations that helped shape how investors think and act.In this special 500th episode, show host Pablo Gonzalez and JWB Co-Founder Gregg Cohen take a look back at the journey. Not just the highlights, but the moments that defined the experience of investing through it all.Here’s what we’re diving into:- What it felt like to invest through uncertainty and changing markets- The real-time decisions and conversations that shaped outcomes- How this community became a place for long-term thinking- The lessons that still guide investors todayWhen you take a step back, you start to see how each moment connects.This episode is about the journey we’ve all been on together and what it means moving forward.Listen NOW!Chapters:00:00 500th Episode Kickoff01:40 Intro Montage Madness04:18 GC Nicknames and Roll Call06:54 Humble Origins at Coop30309:20 The Social Proof Bet10:38 COVID Changes Everything15:32 Leading Through Uncertainty20:55 Celebrity Guest Highlights26:04 Network Power and Takeaways29:02 Jacksonville Future Teasers31:14 Community Guest Investors36:55 Investor Story Nuggets38:25 Overcoming Investor Obstacles39:51 Tacit Knowledge Exchange41:45 Fan Appreciation With Greg43:38 Going IRL With Meetups47:17 Summit Origins And Vision53:38 Downtown Jax Q&A58:27 GC Market Update Receipts01:06:36 How Market Updates Evolved01:10:44 Final Takeaways And ThanksStay connected to us! Join our real estate investor community LIVE: https://jwbrealestatecapital.com/nyai/Schedule a Turnkey strategy call: https://jwbrealestatecapital.com/turnkey/ *Get social with us:*Subscribe to our channel @notyouraverageinvestor Subscribe to @JWBRealEstateCompanies 🌐 Facebook Group - https://www.facebook.com/groups/rentalpropertyinvesting📸 Instagram - https://www.instagram.com/nyai_community📸 Instagram - https://www.instagram.com/jwbrealestatecompanies

May 11, 2026Episode 4991 hr 5 min

499 | Do Property Taxes Really Hurt Long-Term Rental Property Returns?

Property taxes have been one of the biggest investor concerns in Florida. They rose sharply over the past few years, headlines have been everywhere, and now there’s talk about eliminating them altogether.But are they actually hurting rental property investors?In this episode of the Not Your Average Investor Show, Gregg Cohen and Pablo Gonzalez break down what’s really happening with property taxes, and more importantly, where they actually fit in your investment decision.You’ll learn:- What really happened to property taxes since 2020—and why that spike isn’t the norm- How rent growth, cash flow, and equity gains have offset rising taxes over time- What typical property tax increases look like in a more stable market- What to make of Florida’s proposed property tax changes—and what’s real vs speculationSmart investing requires understanding what truly moves the outcome over time.Listen NOW!Chapters:01:33 Welcome to First Draft02:56 Roll Call in Studio04:19 New JWB Headquarters05:08 500 Episodes Reflection06:27 Why Property Taxes Matter07:59 DeSantis Tax Headlines10:47 House vs Senate Plan13:14 Who Pays the Bill19:38 Investor Upside and Risks21:48 Myth of Florida Tax Pain22:48 GC Data Breakdown27:14 Jacksonville Numbers 2020-Now29:39 Sticker Shock Taxes31:07 Rents Beat The Hike32:59 Net Gains Breakdown35:40 High Floor High Upside38:49 Normal Tax Reality41:20 Pro Forma Math Explained42:47 Forecasting The Future45:29 Long Term Investor Lens49:04 What Matters Most53:05 Pay Yourself First59:01 Reserves Reduce Pain01:00:43 Tax Cut Q&A01:03:36 Episode Wrap UpStay connected to us! Join our real estate investor community LIVE: https://jwbrealestatecapital.com/nyai/Schedule a Turnkey strategy call: https://jwbrealestatecapital.com/turnkey/ *Get social with us:*Subscribe to our channel @notyouraverageinvestor Subscribe to @JWBRealEstateCompanies 🌐 Facebook Group - https://www.facebook.com/groups/rentalpropertyinvesting📸 Instagram - https://www.instagram.com/nyai_community📸 Instagram - https://www.instagram.com/jwbrealestatecompanies

May 4, 2026Episode 4981 hr 0 min

498 | Inside a Real Portfolio: What This Investor Got Right (and Wrong)

Every investor wants more clarity before making their next move…But in 2026, with market shifts and mixed signals, knowing what to do next isn’t always straightforward.That’s why we continue to bring you what matters most—real investor experiences.This week on the Not Your Average Investor Show, we’re joined by a JWB client to break down a real investing journey and what it actually takes to build long-term wealth.Join host Pablo Gonzalez for a conversation focused on:- how real investors are thinking about their goals in today’s market- the decisions that shape a long-term investing strategy- how to navigate uncertainty and risk- the lessons that only come from real-world experienceand moreBecause the best investing insights aren’t found in headlines—they’re built through real decisions, real outcomes, and a long-term perspective.Listen NOW!Chapters:00:00 Meet Josh Wedding01:50 Money Stress Wakeup05:15 Marriage Future Mindset08:08 Oilfield Grind Sparks Investing10:40 Stocks Crypto Learning Curve14:34 First Turnkey Lessons Ohio16:19 Cashing Out Crypto For Real Estate19:02 Why Jacksonville And JWB21:35 Portfolio Breakdown Five Homes24:12 Why Buy Five So Fast26:29 Taking Chips Off The Table30:10 Emotion And Regret Framework31:38 Real Estate as Hard Asset32:10 Portfolio Returns Breakdown33:04 Refinancing to Scale Up36:15 Running the Refi Math38:44 Serial Refi Snowball Plan41:11 Regret Minimization Mindset43:46 Bad Ohio Turnkey Lessons48:40 Spouse Buy-In and Trust51:04 How to Vet Operators54:58 Underpromise Overdeliver56:11 Advice and ClosingStay connected to us! Join our real estate investor community LIVE: https://jwbrealestatecapital.com/nyai/Schedule a Turnkey strategy call: https://jwbrealestatecapital.com/turnkey/ *Get social with us:*Subscribe to our channel @notyouraverageinvestor Subscribe to @JWBRealEstateCompanies 🌐 Facebook Group - https://www.facebook.com/groups/rentalpropertyinvesting📸 Instagram - https://www.instagram.com/nyai_community📸 Instagram - https://www.instagram.com/jwbrealestatecompanies

April 27, 2026Episode 49755 min

497 | Trends In Rents, Rental Demand, and Renter Behavior - NYAInsights

Not long ago, renting was seen as temporary. Now, it’s becoming a long-term choice for millions of people.What’s less clear is why… and whether it’s something investors can rely on long term.In this episode of the Not Your Average Investor Show, Gregg Cohen and Pablo Gonzalez break down what’s really driving rent growth in today’s rental housing market and why it may be more stable than it looks.You’ll hear:- Why more people are renting longer than expected- What’s behind rising rents, including income growth and housing supply- How rental demand trends are shifting across the U.S.- What real portfolio data shows about occupancy, lease renewals, and rent collectionIf you own or are considering rental property investing, this helps you understand what’s actually driving your returns.Listen NOW!Chapters:00:00 Why Rents Matter02:51 Rent as Business Revenue03:47 Adult Milestones Shift07:04 Is Renting the New Normal14:37 Lifestyle Mobility and Careers18:10 Housing Supply Crunch20:26 Rent Inflation Since 202022:58 Small Rent Bumps Big Cashflow26:04 Comparing Cities With Data27:47 Why Big Cities Lag28:57 Jacksonville Outpaces Metros30:19 Percent vs Dollar Growth33:17 Rent As Dividend Growth34:14 Is Rent Growth Risky37:03 Jacksonville Market Health39:22 Neighborhood Level Variance41:18 Florida Exodus Question45:33 Fundamentals Beat Politics51:17 Inflation And Final WrapStay connected to us! Join our real estate investor community LIVE: https://jwbrealestatecapital.com/nyai/Schedule a Turnkey strategy call: https://jwbrealestatecapital.com/turnkey/ *Get social with us:*Subscribe to our channel @notyouraverageinvestor Subscribe to @JWBRealEstateCompanies 🌐 Facebook Group - https://www.facebook.com/groups/rentalpropertyinvesting📸 Instagram - https://www.instagram.com/nyai_community📸 Instagram - https://www.instagram.com/jwbrealestatecompanies

April 20, 2026Episode 4961 hr 12 min

496 | “Sell Or Hold?” High Maintenance Rental Property Decisions w/ Michael Santorios

If a property keeps showing higher maintenance costs, is it still the best place to keep your capital?This week on the Not Your Average Investor Show, Gregg Cohen and Pablo Gonzalez welcome back Michael Santorios to explore how to think through operational intensity, property performance, and whether a move like a 1031 exchange into newer construction may make sense.You’ll Learn:🔁 The 1031 question: What investors should think through before exchanging into newer construction.📊 Looking beyond surface frustration: How experienced investors evaluate property performance through a bigger portfolio lens.🏠 Business-minded property decisions: Why costs like tenant upgrades or repairs sometimes need to be weighed against turnover and long-term value.📈 Portfolio stage matters: How your strategy changes when you move from simply buying properties to optimizing the ones you already own.This is a helpful episode for investors who want to make more thoughtful portfolio decisions with clarity and confidence.Listen NOW!Chapters:00:00 Sell or Hold Big Questions01:28 Meet the Hosts and Guest02:13 Breaking Rent Payout Milestone03:47 Michael Portfolio Snapshot05:31 Pacman Profit Centers Explained07:22 Rebalancing and 1031 Idea11:00 Maintenance Emotion vs Math18:03 Greg Numbers Based Reality Check23:08 Long Term Investing Mindset28:47 Portfolio Cashflow Scorecard31:26 Sky Drive Case Study Setup32:28 Pro Forma vs Actual Returns35:00 Market Value and ROI Reports38:12 Tax Savings Explained38:50 Appreciation And Rent Growth41:25 Maintenance Surprise Breakdown45:20 Paying For Big Repairs47:43 Sell Or Hold Framework50:51 Cap Rate Comparison55:04 True Cost Of Selling01:01:23 Decision To Keep Property01:04:11 Rapid Fire Q&A Wrap01:09:27 Final Takeaways And ThanksStay connected to us! Join our real estate investor community LIVE: https://jwbrealestatecapital.com/nyai/Schedule a Turnkey strategy call: https://jwbrealestatecapital.com/turnkey/ *Get social with us:*Subscribe to our channel @notyouraverageinvestor Subscribe to @JWBRealEstateCompanies 🌐 Facebook Group - https://www.facebook.com/groups/rentalpropertyinvesting📸 Instagram - https://www.instagram.com/nyai_community📸 Instagram - https://www.instagram.com/jwbrealestatecompanies

April 13, 2026Episode 49555 min

495 | Detroit vs Jacksonville Rental Market Face Off

We’re hearing Detroit come up in real estate conversations because of low prices and promises of cash flow. So we’re here to ask the question, “How does it compare to Jacksonville?”This week on the Not Your Average Investor Show, Gregg Cohen and Pablo Gonzalez dig beyond surface level stats to do a deep market vs market comparison.We’ll talk about:✅ Short-Term Cash vs Long-Term Appreciation: how both markets compare over time✅ Population Demographics and Growth: How long-term population trends affect risk and upside between both markets✅ Neighborhood Class Comparisons: The sneaky tactic we see in most Detroit performas and how to see through it✅ And Much More!!!Listen NOW!Chapters:00:00 Detroit Hype Setup01:36 Show Intro and Welcome02:03 Spring Break Catch Up03:10 Correcting Population Stats04:49 Why Detroit Keeps Coming Up07:37 Cash Flow vs Real Growth10:25 Zooming Out on Appreciation15:19 Long Term Data Mindset17:36 Population Growth Drives Prices22:21 Downtown Jacksonville Upside28:05 Eight to Sixteen Hour Downtown28:51 Downtown Flywheel Effect29:47 Detroit Growth Reality Check31:27 Jacksonville Sustainable Tailwinds33:24 Zip Codes And Turnkey Ratings36:23 Why Workforce Housing Wins42:35 Risk Mitigation And Cash Flow45:00 Workforce Housing Quick Test49:13 Team First Then Property51:57 Wrap Up And Next Week PreviewStay connected to us! Join our real estate investor community LIVE: https://jwbrealestatecapital.com/nyai/Schedule a Turnkey strategy call: https://jwbrealestatecapital.com/turnkey/ *Get social with us:*Subscribe to our channel @notyouraverageinvestor Subscribe to @JWBRealEstateCompanies 🌐 Facebook Group - https://www.facebook.com/groups/rentalpropertyinvesting📸 Instagram - https://www.instagram.com/nyai_community📸 Instagram - https://www.instagram.com/jwbrealestatecompanies