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

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

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

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

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

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

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

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

Join us for 2026 Jacksonville Real Estate Market Outlook by JWB. We'll be joined by Gregg Cohen, Co-Founder of JWB Real Estate Capital.

Here's what we'll discuss:

* Current Jacksonville real estate market pricing, rents, and months of inventory (MOI)
* Learn why Jacksonville's current home pricing represents an opportunity for higher future home price appreciation
* See how Jacksonville's 2025 home sales volume compares to 2024 - and what this means as far as pricing stability and future growth
* JWB's predictions for the 2026 Jacksonville real estate market

You won't want to miss this opportunity to spend some time with one of JWB's owners and learn more about how you can take advantage of the Jacksonville real estate market. 

Listen NOW!

Chapters:

00:00 Introduction to Jacksonville Real Estate Market 2026
02:00 Exciting Event Announcement
03:53 Current Market Snapshot
08:22 Home Sales and Inventory Analysis
12:22 Rental Market Insights
18:40 Historical Market Trends and Predictions
31:07 Why Jacksonville is a Prime Investment
32:06 Jacksonville's Unique Market Position
32:33 Population and Income Growth in Jacksonville
33:49 The Importance of Price to Rent Ratio
34:20 Jacksonville's Future Indicators and Rankings
35:27 Choosing the Right Market for Investment
39:06 Comparing Jacksonville to Other Markets
44:12 Predictions for the Real Estate Market
53:41 Q&A Session

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

Everyone’s watching the latest rate cut, mortgage headlines, and Fed press conferences… but most investors are missing the real policy shift that could reshape the housing market.

In this week’s Not Your Average Insights, JWB Co-Founder Gregg Cohen and host Pablo Gonzalez break down why the end of Quantitative Tightening (QT) on December 1 may be the single most important signal for investors right now, even more influential than rate cuts or inflation updates.

They’ll unpack:
- Why the Fed ending QT could push mortgage rates even lower and what that means for affordability, demand, and price movement
- How the latest .25% Fed Funds rate cut fits into the bigger momentum shift toward a healthier housing market in 2026–2027
- What 20 years of U.S. government intervention tells us about asset performance during similar policy reversals
- Why real estate has historically outperformed under the same macro conditions we’re seeing today

If you’ve been trying to separate headline noise from actual long-term opportunity, this episode gives you the framework seasoned investors use: understand the policy, understand the incentives, and understand how capital flows when QT ends.

Listen NOW!

Chapters:

00:00 Introduction to Quantitative Tightening
01:34 Welcome to the Not Your Average Investor Show
02:25 Exciting News About the Upcoming Summit
08:01 Understanding Quantitative Easing and Tightening
11:51 Impact of Fed Policies on Interest Rates
19:01 Historical Context and Future Predictions
28:15 Impact of Interest Rates on Home Prices
28:30 Fed Policy and Future Interest Rates
29:10 Investment Strategies Amid Interest Rate Changes
31:17 In-Show Ad Read: Investing with JWB
32:59 Q&A: Inflation and Money Supply
35:06 Q&A: Fed's Balance Sheet and Inflation Control
38:11 Q&A: Market Dynamics and Investment Opportunities
43:16 Q&A: Real Estate Market Predictions
51:30 Q&A: Affordable Housing and Rental Property Insights
54:47 Conclusion and Upcoming Market Update

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