Not Your Average Investor Show

It’s official: Publix is opening a 31,000-square-foot store in Downtown Jacksonville’s Pearl Square, part of Gateway Jax’s $2 billion redevelopment plan. On the surface, it may look like just another grocery store opening, but for investors it is a powerful signal that downtown has reached its tipping point.

In this episode of the Not Your Average Investor Show, JWB Co-Founder Gregg Cohen and host Pablo Gonzalez will break down why this milestone is much bigger than it seems.

You’ll learn:

- Why grocery stores are considered anchor tenants in every major do...

Many investors are noticing that rental property cash flows are looking stronger right now but what’s actually driving that improvement?

In this Portfolio of the Month episode, JWB Co-Founder Gregg Cohen and host Pablo Gonzalez will walk through a real investor portfolio live on the show and unpack how current market conditions are creating stronger-than-expected cash flow.

They’ll talk through:

- How today’s property pricing and interest rates are affecting returns
- What role JWB’s incentives play in boosting cash flow (and how it actually works)
- A transp...

The number one thing we hear is: “I want to grow my portfolio… but I need more capital.”  Our answer?  Capital and cash flow are the easiest part.  De-risking the experience is the hard part

That's what JWB's approach to rental property investing and Tardus Wealth Strategies income Snowball have in common.  They are uncommon approaches to systematic wealth creation.

That's why we're bringing the CEO of Tardus (and author of Creating Your Income Snowball), Tanisha Souza, on the Not Your Average Investor Show to share the innovative way she's developed to raise capital for real estat...

The Fed just cut interest rates, and that's a clear signal that change is coming for real estate investors. Lower rates should lead to more cash flow and better buying power.

But there’s still a lot of confusion about what happens next.

Just one day after the Fed’s announcement, 30-year mortgage rates actually went up. That doesn’t mean the Fed's move won’t work—it just means the mechanics of the market take time, and most people don’t understand how this all plays out.

That’s why this week on the Not You...

Join us for the Q4 2025 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)
* Key trends and updates impacting the Jacksonville market
* JWB company stats and Key Performance Indicators

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. Hope to see you there!<...

Most investors know property management is critical to rental property success, but very few know the right questions to ask before choosing a manager. The truth is, better questions lead to better results.

On this episode, Gregg sits down with Kate Winter from JWB’s property management team to break down the key questions every investor should ask before hiring. You’ll learn how to spot if a manager’s incentives align with your goals, how their team and systems are built to deliver on the promise of consistent returns, and what separates the best from the rest.<...

This week on Not Your Average Insights, JWB Co-Founder Gregg Cohen and host Pablo Gonzalez discuss President Trump’s landmark executive order that opens the door for Americans to invest their 401(k) retirement savings in alternative assets like cryptocurrency, private equity, and real estate along with other interesting headlines for real estate investors.

We’ll explore:

- How will this executive order affect the investment real estate market?
- What the rise in age of 1st time home buyers means for the housing market
- Why professional sports franchises are becoming sophisticated real esta...

Are tales of rising insurance rates making you second-guess investing in Florida real estate? For the past two years, headlines have fueled fear but the reality looks very different today.

On this episode of the Not Your Average Investor Show, we’re bringing back community favorite Whitney Ricci to clear the air. Her past appearances drew record attendance, and she’s back with critical updates investors need to hear.

Join JWB Co-Founder, Gregg Cohen, and Show Host, Pablo Gonzalez, as they talk with Whitney about:

- The New Reality of Florida Insurance: What’s actu...

This month’s Portfolio of the Month isn’t just about property selection, it’s about tax deferment and leverage.

JWB Co-Founder Gregg Cohen and host Pablo Gonzalez break down how property selection goes when you use a 1031 Exchange.

You’ll see:
- Why you need an easy way to pick properties to meet the 45-day and 180-day rules 
- How “like-kind” requirements shape your next purchase
- What type of mistakes can cost you hundreds of thousands of dollars in a 1031 exchange 

If you own an investment property, this episode will s...

Feeling stuck investing only where you live? Many believe local real estate is their only option but what if you could build wealth from anywhere?

On this episode of the Not Your Average Investor Show, we're joined by Michael Santorios, a highly mobile JWB client who retired at 53 after building a long-distance rental portfolio that gave him freedom and peace of mind.

Join JWB Co-Founder, Gregg Cohen, and Show Host, Pablo Gonzalez, as they talk with Michael about:

- Overcoming the “time crunch” of hands-on, local investments
- Leveraging a 1031 exchange to buil...

With the Fed's latest decision to hold rates, one thing became clear- tariffs are already affecting the real estate market.

This week on Not Your Average Insights, JWB Co-Founder Gregg Cohen and host Pablo Gonzalez break down the role tariffs play in the Fed’s decision, and other headlines to consider.

We’ll talk about:

•⁠  ⁠Why the Fed’s pause on rate hikes is tied to tariffs
•⁠  ⁠What Florida’s governor is proposing that has everyone looking at Florida real estate
•⁠  ⁠Where the “10 Slowest Housing Markets” were reported to be, and which ones we agree with
•⁠ ...

Downtown Jacksonville is starting to feel different—and that’s not by accident.

New developments, ambitious planning, and private-public partnerships are creating serious momentum… but what does that mean for you as an investor?

That’s why we’re bringing Bryan Moll, CEO of Gateway Jax, back to update us on what’s really happening downtown, and how it could impact long-term rental property values.

 Join show host Pablo Gonzalez as he talks to Bryan about: 

- The strategy behind the Pearl Street District and why it matters for Jacksonvil...

Life-changing wealth in rental properties comes from the five profit centers of rental property investing but most investors focus on only one when choosing a market.

The truth is…the market you invest in plays a crucial role in maximizing all five. That’s why we’re here to break down the top rental property markets and show how they really stack up.

Join Gregg Cohen, Co-Founder of JWB Real Estate Capital, as he helps you learn:

- What investors think matters most when picking markets (and what actually does)
- How the 5...

Rental properties can look amazing on paper. That’s exactly why you need to know what to watch out for.

In this episode of the Not Your Average Investor Show, JWB Co-Founder Gregg Cohen and host Pablo Gonzalez break down real deal sheets from other turnkey providers to reveal how numbers can be stretched, spun, or conveniently left out.

You’ll learn:

- The common line items that get manipulated to make deals look better
- How small tweaks can dramatically impact your projected returns
- Why JWB is committed to tran...

Every investor loves a success story, but what about when things don’t go as planned?

On this episode of the Not Your Average Investor Show, we’re diving into what happens after a rental property investment goes wrong and how some investors come out even stronger.

Join Allie King, the manager of the JWB Portfolio Management department, and Not Your Average Investor Show host, Pablo Gonzalez, as they help you understand:

- The most common reasons investors lose confidence in real estate
- What bad buys and bad experiences really look like...

Curious what’s ahead for real estate in the second half of 2025? The experts are weighing in, and we’re breaking it all down.

In this episode, JWB Co-Founder Gregg Cohen joins Pablo Gonzalez to react to the top national forecasts from Fannie Mae, NAR, Zillow, and others. They’ll explain what these predictions mean for rental property investors like you.

We’ll unpack:

- Which predictions matter (and which ones miss the mark)
- What could happen with interest rates, prices, and rent growth
- Why Jacksonville could outperform again in a tig...

There’s one question we hear from every new investor: “How do I know which rental property is the right one for me?”

On this episode of the Not Your Average Investor Show, we’re going to answer that question the same way we do on real sales calls by walking you through the process we use to help investors build portfolios that match their goals.

Join JWB Co-Founder, Gregg Cohen, and show host, Pablo Gonzalez, as they break it down:

- The three things you must know before picking a property (goals, resource...

Join us for JWB’s Q2/Q3 2025 Jacksonville Real Estate Market Update. 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)
* Key trends and updates impacting the Jacksonville market
* JWB company stats and Key Performance Indicators

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!

C...

Most investors think their retirement accounts are off-limits for real estate—but they’re missing a huge opportunity.

That’s why this week’s episode of the Not Your Average Investor Show is all about how to use 401(k)s and IRAs to build your rental property portfolio—without triggering penalties or unnecessary risk.

Join JWB co-founder, Gregg Cohen, and show host, Pablo Gonzalez, as they break down:

✅ What you need to know about buying real estate INSIDE your IRA or 401k
✅ The biggest mistakes investors make when trying to use retirement funds for real...

You'd be surprised to hear how many people can afford to invest in rentals, but don't- just because they don't have a clear vision of how to grow from there.

But here's what most don't realize- 

The key to portfolio growth isn't how much extra income you have.  
The key is having the right strategy for your income. 

That's why week on the Not Your Average Investor Show, Gregg Cohen (co-founder of JWB Real Estate Capital) and show host Pablo Gonzalez show host break down exactly how passive investors can go from one...

Ever wonder how experienced investors actually decide which rental property to buy?

Most people start by browsing listings—but that’s not how the pros build long-term wealth.

That’s why we’re giving you a behind-the-scenes look at how JWB matches you with the right property—after creating a strategy around your budget, cash flow goals, and return expectations.

On this week’s Not Your Average Investor Show, JWB co-founder Gregg Cohen and show host Pablo Gonzalez will walk you through:

✅ How to use JWB’s Portfolio Generator to sort and narrow prope...

If you’ve ever built your rental property portfolio the “smart” way—reserves in place, cash flow positive, low risk—but still wondered if you’re doing enough…

This episode is for you.

Geoff Bolton is a JWB client who’s done just that. He’s a numbers guy, a planner, and he even made a PowerPoint to explain his investing philosophy (true story!).

He’s joining JWB co-founder Gregg Cohen and show host Pablo Gonzalez to walk through:

- His SWAN formula (Sleep Well At Night) and how he tracks reserves, equity, an...

Real estate markets don’t just take off by accident — it’s a combination of local economic factors, macro-trends, and smart investments between the public and private sector.

That's why, after recent trips to Austin, TX and Tampa, FL, JWB Real Estate Capital's co-founder, Gregg Cohen, and show host, Pablo Gonzalez, are bringing you a "boots-on-the-ground" look at how downtowns transform — and what that tells us about Jacksonville’s future.

They'll break down:

- What downtown Austin, Tampa, and Jacksonville feel like today from an investor’s lens
- How urban design and private...

We used to think that most folks in our community understood most of the basics in rental property investing, but thanks to our community, we've realized something crucial-

New and existing investors tend to struggle with similar questions!

That's why we’re dedicating an entire show to answering them—LIVE. 

Whether you’re exploring the JWB process, trying to understand the fine print, or wondering if 2025 is actually a good time to buy, we’re bringing clarity to your most pressing concerns.

Join JWB co-founder, Gregg Cohen, and show host, Pablo Gonzalez...

You’ve heard the strategy. You’ve seen the market updates. But what’s it actually like to invest in rental properties in Jacksonville with JWB?

On this episode of the Not Your Average Investor Show, we’re sitting down with a real client to walk through their journey—how the decision to work with JWB was made, what the experience has been like so far, and how it’s helping push toward long-term financial goals.

This investor brings deep experience in commercial real estate from California and is now applying that knowledge to build a single-fam...

The rental market is heating up in 2025, evidenced by JWB setting new leasing records.

But this isn’t just about better market conditions—it’s about better execution.

On this episode of the Not Your Average Investor Show, host Pablo Gonzalez is joined by AJ Fuller from the JWB Leasing Team to break down exactly how JWB is outperforming the industry (again) by combining smart market positioning with behind-the-scenes improvements that are driving big results.

You’ll hear:

- What market numbers are changing (increasing higher rental demand)
- Why JWB outp...

Positive cash flow is the fuel for rental property investors on their journey to financial independence, and not all fuel is built equal.

But what really matters to most of us is how far and how fast we get to our financial goals.

That’s why we’re going to take a fresh look at a cash flow strategy designed to deliver the best outcomes!

Join Gregg Cohen, co-founder of JWB Real Estate Capital, and show host Pablo Gonzalez, as they break down how to maximize cash flow outcomes by diving into:

...

Investor behavior is shifting—but the real story is hiding in the data.

Redfin just reported that investor home purchases dropped 10.5% in Q4 2024—and it’s even worse in parts of Florida!

Sounds like bad news for real estate, right?

Not so fast.

There’s been a lot of noise lately about investors pulling back from real estate…

But what if that headline is missing the point?

That’s why we’re digging into the numbers on this week’s episode of the Not Your Average Investor Show to show you...

Most people don’t realize that the largest bill they pay each year is their federal tax bill.. yet they trip over dollars to save pennies on the price of eggs or gas.

That's why we're bringing a real estate investor who has reduced her federal tax bill to just 12% for this week's Not Your Average Investor Show! 

Join co-founder of JWB Real Estate Capital, Gregg Cohen, and "The Maven From The Mountains of Denver", Leslie Wilson, to learn about:

✅ why focusing on tax savings can speed up your ability to retire
✅ how Les...

Join us for JWB's Q1 2025 Jacksonville Real Estate Market Update. 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)
* The big difference in residential real estate performance when you separate single family from multi-family
• JWB company stats and Key Performance Indicators

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.

The media is buzzing about declining builder confidence, falling consumer sentiment, and inverted treasury yields. But mortgage rates are ALSO down! 

Is this a hidden opportunity for rental property investors?

On this episode of Not Your Average Insights, we break down the latest economic headlines, including:

💰 Interest rates, inflation fears, and what an inverted yield curve actually signals
📉 Builder confidence slipping due to tariffs and rising costs
🏠 Consumer sentiment taking a hit—what that means for housing demand

These market shifts might sound scary, but history tells us a different st...

Outcome based investing is a different way of doing it, and while we can talk about it all day long, there is nothing like seeing it in action.

That's why we are bringing on a JWB client that has gone through it to make it really easy to understand.

Join Allie King, the manager of the JWB portfolio management department, and Not Your Average Investor Show host, Pablo Gonzalez, as they help you understand:

- what type of outcomes can be achieved by rental property investing
- why folks choose rental properties...

Since it's Summit Week, we are turning our attention to you, our community, and focusing on what has worked for you...

But we won't be the ones sharing it.

On this show, we will follow the annual tradition of bringing some of the best and brightest in the community to speak to you directly!

Join Gregg Cohen, co-founder of JWB, and Not Your Average Investor Show host, Pablo Gonzalez, as they introduce you to faces and voices behind the names you hear every week on the roll call!

Some surprise guests...

It's so easy for us to look at the success of markets like Nashville, Austin, and Tampa, and say Jacksonville is on a similar path, but did you know that these cities had similar prices to Jacksonville 20 years ago??

That's why we're going to dive into the data to show why they had such explosive growth on the next edition of the Not Your Average Investor Show!

Join co-founder of JWB Real Estate Capital, Gregg Cohen, and show host, Pablo Gonzalez, as they add some perspective to data showing:

- how Jacksonville's housing...

There is no bigger way to gain empathy for your clients, and trust in a market than being a customer of your own product.

But very few companies actually do that.

That's why this week we're showing how JWB recently used their outcome based investing approach to sell a property, cash in on all five profit centers, and put the profit to work for themselves elsewhere!

Join co-founder of JWB, Gregg Cohen, and Not your Average Investor Show host, Pablo Gonzalez, to go over JWB's latest move with their portfolio.  

We'll c...

Our show has zero political spin, so we've tried to avoid this topic, but it's very clear:

The new executive orders have taken aim at housing, and our community wants to discuss it.

That's why we'll be diving into them to add our own data + perspective on this week's edition of Not Your Average Insights!

Join Gregg Cohen, co-founder of JWB Real Estate Capital, and Not Your Average Investor Show host, Pablo Gonzalez, for a lively discussion on this context change for real estate investing, including:

- How a new housing...

The lions share of wealth in rental properties comes from home price appreciation, and the market you choose to invest in will make or break those profits.

But markets tend to shift over time.

That's why this on this week's Not Your Average Investor Show, we're diving into the top markets for rental properties to see how they stack today!

Join Gregg Cohen, co-founder of JWB Real Estate Capital, and show host, Pablo Gonzalez, will break down:

- what investors look for in rental property markets and why they're often focusing...

Most people think that when it comes to real estate, "you make your money on the buy," and that's true for many types of real estate, but in single family rental properties it's different-

You make your money on the hold.

That's why understanding the relationship between the person that sells you the property and the one that manages the asset is the number one thing you can do to de-risk your investor experience.

So on this special episode of the Not Your Average Investor Show- we're diving right into how that should...

The real estate market is full of opportunity and uncertainty, making it critical for investors to rely on data and expert insights to navigate the year ahead. 

But without the right perspective, it’s easy to miss out on trends or make decisions that don’t align with long-term goals. 

That's why we'll be going behind the scenes at JWB Real Estate Capital's yearly plan to share the assumptions and strategies they are using in 2025.

In this special episode, of the Not Your Average Investor Show, JWB's co-founder, Gregg Cohen, and show host, Pablo...

We all understand how important passive income is to our quality of life, and can easily see how great it would be to have an army of cash flowing properties allowing you to live the life of our dreams.

But most people don't realize that JUST ONE rental income property can completely change your life... so they think it's not worth it unless they have a clear path to a portfolio ahead of them.

That's why this webinar will show you THE POWER OF JUST 1 RENTAL PROPERTY so you don't get paralyzed by the idea...