Not Your Average Investor Show

Gregg Cohen (JWB) & Pablo Gonzalez
  • 4.8 (18)
  • INVESTING
  • UPDATED SEMIWEEKLY

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. 5D AGO

    486 | Shocking New JAX Stats! $6.5B New Investments, 10K Residents & Other Facts From Downtown Vision Report

    It’s been years in the making, and now Jacksonville’s urban core is on the cusp of something big: 10,000 downtown residents. This week on Not Your Average Show, JWB Co-Founder Gregg Cohen and show host Pablo Gonzalez break down the newly released State of Downtown Report and explain what this milestone means for investors and the future of the city. With nearly 9,000 residents already downtown and a 31% population surge since 2020, the long-talked-about “24-hour city” is finally becoming a reality. Here’s what we’re diving into: ✅ Why 10,000 is more than just a number and how it changes a city's trajectory ✅ How JWB’s Pearl Square is helping complete the downtown puzzle ✅ The power of the density flywheel: more people means more restaurants, retail, and livability ✅ Why city leaders are setting their sights on 20,000 and how early investors benefit most When population growth turns into real, livable vibrancy, opportunity follows. 🎙️ Join us LIVE to see why this is more than a headline. It’s the beginning of Jacksonville’s next big chapter. Listen NOW! Chapters: 00:00 Introduction and Excitement for Jacksonville's Real Estate 01:54 Overview of Downtown Vision Report 03:55 Population Growth and Residential Development 09:57 Investment and Development Projects 15:16 Educational and Healthcare Expansions 21:41 Enhancing Livability in Downtown Jacksonville 24:17 The Shift from 8-Hour to 16-Hour Downtowns 25:30 Proven Models of Downtown Transformation 29:31 Living and Working in Downtown Jacksonville 31:32 Investor Insights and Property Appreciation 36:26 Balancing Rent Increases and Community Growth 46:28 Upcoming Summit and Community Engagement 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

    51 min

  2. FEB 2

    485 | 2026 Jacksonville Real Estate Outlook (Inside JWB’s State of the Union + Investor Summit Preview)

    The real estate market is entering 2026, and many investors are trying to make the right move. And when things feel unclear, it’s easy to get distracted by headlines or make decisions that drift away from long-term goals. That’s why this week, we’re taking you inside JWB Real Estate Capital’s annual “State of the Union.” In this special episode of the Not Your Average Investor Show, JWB Co-Founder Gregg Cohen and host Pablo Gonzalez walk you through how JWB reviews performance, filters noise from signal, and builds a strategy rooted in real data and real operations. Here’s what you’ll learn: - JWB’s 2025 performance recap: how we bought, sold, built, and managed properties - What the data says about the Jacksonville market in 2026: home price appreciation, rent growth, inventory, and demand - How JWB’s 2026 strategy aligns with these trends to help our clients invest with clarity and confidence - A preview of what’s coming at the Not Your Average Investor Summit: what’s new this year, what you’ll experience in Jacksonville, and who this event is really for If you want to make smarter, data-driven decisions in the year ahead, this is the conversation you don’t want to miss. Listen NOW! Chapters: 00:00 Introduction and Overview 01:58 Meet the Hosts 02:30 Nashville Adventures 03:42 State of the Union: JWB's 2026 Playbook 07:32 Acquisitions and Market Outlook 14:25 New Construction and Sales Strategy 20:46 Leasing and Property Management 35:22 Homestead Program and Community Impact 35:57 JWB's Vision for the Future 37:05 Introduction to the Home Step Program 37:59 Impact of the Home Step Program 39:54 JWB Cares: Charitable Initiatives 43:47 Elevate Communities: Multifamily Arm 44:52 Expanding Property Management to New Markets 52:01 Summit Preview: Celebrating 20 Years 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 11m

  3. JAN 26

    484 | Trump’s Wall Street Ban + $200B Injection… What’s the Real Impact?

    Big headlines make it sound like housing is about to change overnight — but will it? In this episode of the Not Your Average Investor Show, JWB Co-Founder Gregg Cohen and host Pablo Gonzalez break down two major headlines:  President Trump’s proposed “Wall Street ban” on single-family rentals, and the historic move directing the GSEs to buy $200B of mortgage-backed securities. They’ll explore: - The real share institutional investors have in single-family homes - How a proposed ban would actually affect affordability and supply - What the $200B MBS move signals for mortgage rates and the market - Why these policies feel very different depending on where you invest If you’ve been wondering whether these headlines signal opportunity, risk, or just more noise, you won't want to miss this one. Listen NOW! Chapters: 00:00 Introduction and Headlines Overview 01:33 Welcome to the Not Your Average Investor Show 02:03 Big News: Not Your Average Investor Summit 02:23 Jacksonville's Mayor Joins the Summit 04:54 Jacksonville Population Growth vs. Home Sales 09:54 Trump's Proposal on Institutional Investors 10:58 Debunking the Institutional Investor Myth 13:14 Institutional Investors' Impact on the Housing Market 18:40 Detailed Breakdown of Housing Units and Ownership 23:29 Conclusion: Minimal Impact of Potential Ban 25:38 Institutional Investors and Housing Affordability 26:33 The Role of Institutions in the Housing Market 27:24 Challenges and Solutions in Home Building 31:02 Q&A: Jacksonville's Housing Market 32:35 Summit Preview and State of the Union 39:15 Government Policies and Mortgage Rates 53:19 Conclusion and Final Thoughts 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

  4. JAN 19

    483 | How Sarann JUST Bought 4 New Properties With No New Capital

    One of the great things about rental properties is that they often lead to more rental properties without needing additional capital- what we call "rental property babies"- PLUS if you bought a rental property a few years ago, there’s a good chance you already have what you need to have one of these new babies! The problem is that opportunity doesn’t always show up clearly on a spreadsheet. That’s why on this episode of the Not Your Average Investor Show, we’re bringing on JWB client, Sarann Jennings, who recently used the equity in her properties to acquire a bundle of new rental homes. Join show host Pablo Gonzalez to hear about:  ✅ How she used equity to grow her portfolio with no new capital   ✅ What challenges she had to overcome to get started in real estate  ✅ How "income insurance" works to protect your retirement lifestyle If you’ve ever wondered whether the equity in your properties could do more for you, this conversation will help you see it differently. Listen NOW! Chapters: 00:00 Introduction to the Guest Investor 02:02 Sarann Jennings' Real Estate Journey Begins 03:16 Challenges of Self-Managing Properties 06:34 Transition to Passive Real Estate Investing 11:30 Comparing Management Companies 15:21 The Importance of Trust in Real Estate 18:07 Strategizing for Long-Term Goals 21:20 Expanding the Portfolio 25:00 Financial Engineering and Future Plans 33:44 The Magic of a 20-Year Business Model 34:41 Community Questions: Leveraging Equity and Debt 35:12 Aggressive Investment Strategies 36:16 The Five Profit Centers Explained 38:45 Reserve Strategies and Cash Flow Management 43:57 Refinancing and Expanding the Portfolio 53:09 The Power of Holding Properties 57:40 Final Thoughts and Community Engagement 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. JAN 12

    482 | Top Investing Lessons From Our Community (Fan Appreciation Show)

    Every year, we set aside one show to turn the spotlight where it belongs: on our community. This Upcoming Show is a celebration of the people who show up week after week, tune in, ask great questions, and actually apply what they’re learning along the way. And on this show… we won’t be the ones sharing the lessons. Instead, members of our investor community will join us live to reflect on the past year and share the real takeaways that stuck with them; the ideas, conversations, and moments from the show that changed how they think about real estate. Join Gregg Cohen, co-founder of JWB, and Not Your Average Investor Show host Pablo Gonzalez as they introduce you to the faces and voices behind the names you hear every week during roll call. Throughout the live conversation, community members will share: - Their favorite lesson from the show this year - The episode or insight that shifted their perspective - How those lessons showed up in their real investing journey We’ll also take time to recognize the community itself, from our most engaged attendees to the investors who took action this year, because this show only works when people show up and participate. Whether you’ve been with us all year or you’re tuning in for the first time, this episode gives you a front-row seat to the community that makes this show what it is. Listen NOW! Chapters: 00:00 Annual Tradition and Community Appreciation 01:50 20 Years of JWB: A Milestone Celebration 03:15 Not Your Average Investor Summit Announcement 05:44 Fan Appreciation Show: A Heartfelt Tradition 08:05 Community Member Introductions and Fun Facts 17:05 The Why Behind Real Estate Investing 27:13 Favorite Episodes and Key Takeaways 32:30 Engaging with the JWB Community 32:56 Highlighting JWB Teammates 34:02 Tax Benefits and Investment Strategies 36:05 Client Journeys and Success Stories 38:58 Biggest Lessons Learned in 2025 50:03 Top 10 Attendees of 2025 52:57 Why We Watch the Show 01:02:20 Reflecting on Community and Gratitude 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 8m

  6. JAN 5

    481 | Building The Right Real Estate Investing Team - The JWB Way w/ Laura McLogan

    Real estate investing is full of numbers you can verify. But the part investors struggle with is simpler: Who are the people behind this? And can they actually run the play for the next 10 years? In this episode, we share how JWB builds a team that consistently executes — from the way we recruit and hire, to the culture we protect, to the incentives we align so outcomes stay strong for investors. Join our host, Pablo Gonzalez, and SHRM-CP–certified HR professional at JWB, Laura McLogan. This is a behind-the-scenes look at what most turnkey companies won’t talk about: - What JWB does differently in the hiring process (and why it’s hard to make it through) - How we recruit and retain A-players inside a small business - The culture and incentive alignment that keeps the team stable — and investors confident - Why “trust” in turnkey investing is built through people, not promises How talent density turns into investor returns over time If you want a better way to judge an investing opportunity than just “the deal,” start here. Listen NOW! Chapters: 00:00 Introduction and Importance of Team in Real Estate 01:18 Meet the Hosts: Papa Gonzalez and Laura McLogan 02:06 JWB Real Estate Summit Announcement 04:01 Building a Strong Team: JWB's Approach 11:19 The Hiring Process at JWB 13:01 Predictive Index and Interview Process 14:39 The Importance of Culture Fit 22:20 Tuesday Morning Meeting: A Unique Tradition 25:01 Morning Routine and Positive Reinforcement 25:19 Core Values and Peer Acknowledgement 26:01 Department Visibility and Accountability 26:23 Implementing Effective Team Alignment 27:32 Shadowing and Hands-On Experience 28:10 Intentional Hiring and Long-Term Fit 31:29 Client and Employee First Impressions 35:29 Recruitment Evolution and Talent Attraction 38:58 Building a Great Team with Intentionality 46:12 Final Thoughts and Community Appreciation 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

    49 min

  7. 12/29/2025

    480 | Mapping Out A Winning Real Estate Strategy For 2026

    Planning season is here, and this year, the community gets a behind-the-scenes look at how JWB shapes its strategy long before the predictions go public. In this episode, host Pablo Gonzalez sits down with JWB Co-Founder Gregg Cohen and President Alex Sifakis to walk through how JWB plans for the future — live from the new JWB building in Downtown Jacksonville! This episode explores the internal process: how the leadership team interprets early signals, how conversations evolve, where debates sharpen the vision, and how today’s approach differs from the early “good old days.” With Gregg and Alex together, expect insight, candor, and the dynamic that longtime community members love. They’ll unpack: - How JWB filters market data into an actionable strategy for 2026. - The leadership conversations that shape priorities long before they’re published. - The evolution of JWB’s planning process, from early days to today’s structured approach. If you want to understand the thinking behind JWB’s biggest calls, and learn how to apply that decision-making style to your own investing, this episode gives you the blueprint. Listen NOW! Chapters: 00:00 Introduction and Holiday Greetings 01:54 Summit Tickets and Event Details 03:12 Sneak Peek into JWB Headquarters 04:06 The Importance of Planning 06:02 Deep Dive into JWB's Planning Process 11:54 Team-Centric Decision Making 17:47 Business Planning Output and Structure 20:43 Company Ownership and Financial Complexity 21:23 Understanding Market Trends and Strategy 22:07 Executive Summaries and Team Involvement 22:57 Director Roles and Business Planning Process 23:39 Employee Contribution to Business Planning 27:07 Intense Final Week of Business Planning 29:47 Consensus-Based Decision Making 33:28 Evolution of Business Planning 36:01 Family and Business Planning Parallels 39:18 Summit and Final Thoughts 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

    42 min

  8. 12/22/2025

    479 | 50 Yr Mortgages: What No One Is Saying - Not Your Average Insights

    Mortgage headlines are loud again. Between talk of 50-year mortgages, the FHFA revisiting assumable and portable loans, and lenders raising questions about feasibility, there’s a lot of noise on how this will affect the housing market, but few are talking about what this means for investors, specifically. In this week’s Not Your Average Insights, JWB Co-Founder Gregg Cohen and host Pablo Gonzalez break down what is happening and add the investor's perspective. They’ll unpack: - Why 50-year mortgages look different from an investor’s perspective, and may be a momentary opportunity you need to be prepared for - How portable and assumable mortgage ideas could reshape mobility, and trigger local regulations risk - What these policies tell us about how different real estate is as an asset class for retail investors If you read the typical articles about these topics and didn't find any useful insights- especially if you were one of the many community members that sent us one- this show is for you! Listen NOW! Chapters: 00:00 Introduction and Welcome 02:19 Summit Announcement and Details 09:49 Discussion on 50-Year Mortgages 11:07 Historical Context of Mortgages 20:16 Investor Perspective on 50-Year Mortgages 24:42 Inflation Profiting Explained 31:26 The Kicker: Real Estate as a Wealth Building Tool 32:40 The 50-Year Mortgage: A Deep Dive 33:55 Comparing 30-Year and 50-Year Mortgages 37:23 Challenges and Considerations of 50-Year Mortgages 39:33 Portable Mortgages: A New Concept 45:03 Addressing Housing Affordability 53:22 Q&A Session: Real Estate Insights 01:01:54 Final Thoughts and Takeaways 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 4m
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4.8
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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!

Information

  • Creator
    Gregg Cohen (JWB) & Pablo Gonzalez
  • Years Active
    2020 - 2026
  • Episodes
    462
  • Rating
    Clean
  • Copyright
    © 2026 Not Your Average Investor Show
  • Show Website
    Not Your Average Investor Show