Not Your Average Investor Show

Gregg Cohen (JWB) & Pablo Gonzalez

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!

  1. 6d ago

    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 confidence If 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 Setup 02:33 Meet Reggie Faunce 03:24 Community and First Win 04:55 Reggie Background Story 05:34 First Property and Education 09:06 Using a 1031 Exchange 12:33 Why Buy and Hold 15:00 Legacy and Family Wealth 16:46 Summit Cardboard Cutouts 18:48 Teaching the Next Generation 24:04 Rentership Trend and Roll Call 25:46 Overcoming Challenges 32:06 Three to Five Year Plan 34:03 VA Loan House Hacking Plan 36:26 House Hacking On Steroids 38:44 Equity Harvesting And Legacy 40:39 Portfolio Numbers Breakdown 42:23 Choosing New Build Vs Rehab 48:01 Five Profit Centers Explained 49:24 Incentives And Refinance Upside 52:02 Q&A 1031 Exchange Timing 56:23 Incentives Questions And Wrap 57:45 Final Thanks And Sendoff Stay 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

    1 hr
  2. May 18

    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 today When 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 Kickoff 01:40 Intro Montage Madness 04:18 GC Nicknames and Roll Call 06:54 Humble Origins at Coop303 09:20 The Social Proof Bet 10:38 COVID Changes Everything 15:32 Leading Through Uncertainty 20:55 Celebrity Guest Highlights 26:04 Network Power and Takeaways 29:02 Jacksonville Future Teasers 31:14 Community Guest Investors 36:55 Investor Story Nuggets 38:25 Overcoming Investor Obstacles 39:51 Tacit Knowledge Exchange 41:45 Fan Appreciation With Greg 43:38 Going IRL With Meetups 47:17 Summit Origins And Vision 53:38 Downtown Jax Q&A 58:27 GC Market Update Receipts 01:06:36 How Market Updates Evolved 01:10:44 Final Takeaways And Thanks Stay 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

    1h 22m
  3. May 11

    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 speculation Smart investing requires understanding what truly moves the outcome over time. Listen NOW! Chapters: 01:33 Welcome to First Draft 02:56 Roll Call in Studio 04:19 New JWB Headquarters 05:08 500 Episodes Reflection 06:27 Why Property Taxes Matter 07:59 DeSantis Tax Headlines 10:47 House vs Senate Plan 13:14 Who Pays the Bill 19:38 Investor Upside and Risks 21:48 Myth of Florida Tax Pain 22:48 GC Data Breakdown 27:14 Jacksonville Numbers 2020-Now 29:39 Sticker Shock Taxes 31:07 Rents Beat The Hike 32:59 Net Gains Breakdown 35:40 High Floor High Upside 38:49 Normal Tax Reality 41:20 Pro Forma Math Explained 42:47 Forecasting The Future 45:29 Long Term Investor Lens 49:04 What Matters Most 53:05 Pay Yourself First 59:01 Reserves Reduce Pain 01:00:43 Tax Cut Q&A 01:03:36 Episode Wrap Up Stay 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

    1h 6m
  4. May 4

    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 experience and more Because 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 Wedding 01:50 Money Stress Wakeup 05:15 Marriage Future Mindset 08:08 Oilfield Grind Sparks Investing 10:40 Stocks Crypto Learning Curve 14:34 First Turnkey Lessons Ohio 16:19 Cashing Out Crypto For Real Estate 19:02 Why Jacksonville And JWB 21:35 Portfolio Breakdown Five Homes 24:12 Why Buy Five So Fast 26:29 Taking Chips Off The Table 30:10 Emotion And Regret Framework 31:38 Real Estate as Hard Asset 32:10 Portfolio Returns Breakdown 33:04 Refinancing to Scale Up 36:15 Running the Refi Math 38:44 Serial Refi Snowball Plan 41:11 Regret Minimization Mindset 43:46 Bad Ohio Turnkey Lessons 48:40 Spouse Buy-In and Trust 51:04 How to Vet Operators 54:58 Underpromise Overdeliver 56:11 Advice and Closing Stay 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

    1h 1m
  5. Apr 27

    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 collection If 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 Matter 02:51 Rent as Business Revenue 03:47 Adult Milestones Shift 07:04 Is Renting the New Normal 14:37 Lifestyle Mobility and Careers 18:10 Housing Supply Crunch 20:26 Rent Inflation Since 2020 22:58 Small Rent Bumps Big Cashflow 26:04 Comparing Cities With Data 27:47 Why Big Cities Lag 28:57 Jacksonville Outpaces Metros 30:19 Percent vs Dollar Growth 33:17 Rent As Dividend Growth 34:14 Is Rent Growth Risky 37:03 Jacksonville Market Health 39:22 Neighborhood Level Variance 41:18 Florida Exodus Question 45:33 Fundamentals Beat Politics 51:17 Inflation And Final Wrap Stay 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

    55 min
  6. Apr 20

    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 Questions 01:28 Meet the Hosts and Guest 02:13 Breaking Rent Payout Milestone 03:47 Michael Portfolio Snapshot 05:31 Pacman Profit Centers Explained 07:22 Rebalancing and 1031 Idea 11:00 Maintenance Emotion vs Math 18:03 Greg Numbers Based Reality Check 23:08 Long Term Investing Mindset 28:47 Portfolio Cashflow Scorecard 31:26 Sky Drive Case Study Setup 32:28 Pro Forma vs Actual Returns 35:00 Market Value and ROI Reports 38:12 Tax Savings Explained 38:50 Appreciation And Rent Growth 41:25 Maintenance Surprise Breakdown 45:20 Paying For Big Repairs 47:43 Sell Or Hold Framework 50:51 Cap Rate Comparison 55:04 True Cost Of Selling 01:01:23 Decision To Keep Property 01:04:11 Rapid Fire Q&A Wrap 01:09:27 Final Takeaways And Thanks Stay 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

    1h 12m
  7. Apr 13

    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 Setup 01:36 Show Intro and Welcome 02:03 Spring Break Catch Up 03:10 Correcting Population Stats 04:49 Why Detroit Keeps Coming Up 07:37 Cash Flow vs Real Growth 10:25 Zooming Out on Appreciation 15:19 Long Term Data Mindset 17:36 Population Growth Drives Prices 22:21 Downtown Jacksonville Upside 28:05 Eight to Sixteen Hour Downtown 28:51 Downtown Flywheel Effect 29:47 Detroit Growth Reality Check 31:27 Jacksonville Sustainable Tailwinds 33:24 Zip Codes And Turnkey Ratings 36:23 Why Workforce Housing Wins 42:35 Risk Mitigation And Cash Flow 45:00 Workforce Housing Quick Test 49:13 Team First Then Property 51:57 Wrap Up And Next Week Preview Stay 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

    56 min
  8. Apr 6

    494 | Housing Market in Wartime & Market Update Q&A | NYAInsights

    With the US-Iran conflict dominating headlines, real estate investors are asking the same question: Should I be worried? We have a small update on it in last week’s market update, but in this episode of the Not Your Average Investor Show, Gregg Cohen and Pablo Gonzalez we are taking a closer look at how global conflict, especially involving Iran, can affect the economy, inflation, interest rates, and the housing market. We’re also answering the questions everyone had in the market update that we didn’t get to! You'll learn: ✅ Wartime Headlines: How global uncertainty can affect the housing market without changing the core principles of long-term investing. 📊 Historical Perspective: What past periods of war and uncertainty can teach us about how housing markets actually behave over time. 📍 Local Market Update Questions: How Jacksonville's growth and demand trends continue to support the bigger picture. 💡 Your next move: How to make thoughtful decisions as a long-term investor when the market feels uncertain. Join us LIVE if you’ve been watching the news and wondering what it may mean for your portfolio, this episode will help bring clarity. Listen NOW! Chapters: 00:00 War and Housing Outlook 01:42 April Incentive Package 04:01 Roll Call and Q&A Setup 04:49 Multifamily vs Single Family Rents 08:06 Sharing the Market Slides 08:29 Military Deployments and Rental Risk 12:14 Taxes and Insurance vs Rent Growth 15:41 Florida Property Tax Relief Buzz 18:21 Cash Flow With 25% Down 21:33 Co-Living and Buying Plans 23:17 ADUs Bill 48 Impact 27:36 ADU Numbers That Work 29:38 Can JWB Manage ADUs 30:45 Lot Value Upside 31:22 Property Tax Cut Debate 33:42 Oil Prices Hit Housing 37:36 Supply Side Self Regulation 40:21 War Data Deep Dive Setup 42:35 Conflict Case Studies 50:25 Key Takeaways And Wrap 55:35 Community Thanks Next Topic Stay 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

    58 min
4.8
out of 5
18 Ratings

About

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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