Not Your Average Investor Show

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!

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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:

...

With recession as an existing fear and the stock market recently tanking, you're not alone in reconsidering the risk mitigation aspect of buying and holding rental properties.

But how will this affect rental property investors?

This week on the Not Your Average Investor Show, we're having an open conversation about what everyone is too afraid to ask.

How are rental property investors experiencing this market cycle?

Pablo Gonzalez will host a panel of real estate investors to discuss:

✅ How their rental properties are performing during this cycle? 
✅ How are p...

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...

As we roll into 2025, there will be plenty of predictions coming from the talking heads, but when Fannie Mae puts out a list of predictions, we listen.

That's why we're diving into these predictions and breaking down how to think about them with Not Your Average Insights!

Join Gregg Cohen, co-founder of JWB Real Estate Capital, and show host, Pablo Gonzalez, as they dive into Fannie Mae's 5 Housing Predictions of 2025, and give you data plus perspective about:

- Why location matters more than ever when home sales are near 30-year lows
...

We are all looking ahead to 2025 and deciding how we want to build wealth, but we have figured out that so much changed in 2024, you all have questions about current buying conditions.

That’s why we’re answering today’s most frequently asked questions on the latest edition of the Not Your Average Investor show.

Join Gregg Cohen, co-founder of JWB, and show host, Pablo Gonzalez, and members of the front line on questions- the JWB sales team- to dive into the questions you are probably asking yourself, like:

- how much cash flow a...

As real estate investors, we all know that not all our properties are the same—some are great, while others are a headache.

Doing a 1031 exchange is the perfect tool to upgrade that property into a winner, but with so little inventory in the market, it sounds too risky!

That's why finding the perfect partner with cash-flow-positive inventory ready to buy in a hot market is crucial to optimizing your real estate portfolio... and we’ve put together a special webinar to introduce you to them!

Join us for a special live edition of T...

We get asked about using Home Equity Lines of Credit (HELOCs) to buy rental properties all the time (and it's a GREAT way to build wealth), but they haven't been available for rental properties... UNTIL NOW!

That's right-

If you have a rental property with equity in it, it is NOW possible to buy more properties without having to refinance, but it's not for everybody.

That's why we're doing a deep dive into how you can use HELOCs on your rentals to grow your real estate portfolio on the next episode of the...

Jacksonville is tackling the housing affordability crisis head-on—and we’re bringing in Jacksonville’s very own Mayor Donna Deegan to share how the city is leading the charge!

On this episode of the Not Your Average Investor Show, we’re shining a light on how a city's public sector can help solve big challenges, and create an environment where residents, businesses, and investors can all thrive.

Join JWB co-founder Gregg Cohen and show host Pablo Gonzalez to hear about:

- The city’s plan to add 40,000 affordable housing units, including 4,000 below-market-rate homes by 2025

It is so easy to fall in love with the numbers when you look at rental properties.  That's why we love them.

But numbers can also be used to fool you.

That's why we're breaking down deal sheets with bad numbers, so you never get fooled again!

Join us for this week's Not Your Average Investor Show where Gregg Cohen, co-founder of JWB Real Estate Capital, and show host, Pablo Gonzalez, dive into actual marketed turnkey rental investment deal sheets and break down:

- what numbers turnkey providers love to fudge (o...

As interest rates continue to drop, there are opportunities to take advantage of for rental property investors everywhere.

But there are a ton of misconceptions about rate drops too!

That's why we are BUSTING 9 myths about rate drops on the newest episode of the Not Your Average Investor Show!

Join Co-Founder of JWB Real Estate Capital, Gregg Cohen, and show host, Pablo Gonzalez, as they tear apart myths like:

- "Rate cuts don't fix a weak real estate market"
- "Focus on cash flow, not rate cuts"
- "Rate...

What if you could quit your job and create new financial freedom in under 10 years? That’s what this JWB investor did—and his story can help you rethink what’s possible with real estate investing!

On this episode of the Not Your Average Investor Show, we’re diving deep into how Dan Reilly, a former JWB client, turned a six-property portfolio into life-changing income, ultimately building his own real estate business. And now, he’s back, leveraging JWB’s unique approach to property management for his multifamily properties in Jacksonville.

Join Gregg Cohen, co-founder of JWB Real...

Join us for JWB's Q4 2024 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:

- Do presidential elections influence real estate pricing and sales volume?
- Do major hurricanes really cause real estate markets to crumble?
- Current Jacksonville real estate market pricing, rents, and months of inventory (MOI)

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...

As interests rates drop and prices go up, many experienced investors are realizing it's time to buy (especially now before end of year for tax purposes), but first timers are at risk of missing this golden moment!

That's why we're dedicating a special episode of the Not Your Average Investor Show to those of you in our community that just got here!

Join co-founder of JWB Real Estate Capital, Gregg Cohen, show host, Pablo Gonzalez, and our usual community of super experienced investors to hear about:

- What is the best strategy for...

With the current stats around American retirements being nothing short of appalling, and homeownership feeling like an unattainable dream for Gen X and Millennials, it’s time to start thinking differently about wealth-building.

That’s why we’re excited to bring someone who is working on cracking the code to building wealth outside the system.

His name is Matt Teuschel, a Millennial wealth creator who h’ll be sharing his journey as an entrepreneur, along with the step-by-step formula that he's developing.

Matt will join show host, Pablo Gonzalez, to share insights like:

Tax savings are one of our favorite profit centers of rental property investing, and a big reason why real estate is such a great tool for building wealth, but did you know that WHEN you buy real estate makes a difference on your tax returns?

It does!  That's why we're hosting a special edition of the Not Your Average Investor Show to talk about the advantages of putting properties under contract BEFORE the end of November!

Join Gregg Cohen, co-founder of JWB Real Estate Capital, and show host, Pablo Gonzalez, to learn about:

...

The difference between an average investor and someone that gets outsized results are the decisions that differentiate them, and right now, there are many in our community that understand it is time to buy rentals... but many are still on the sideline.

That's why we decided to bring on one of our brightest, most experienced investors (who recently added to her rental property portfolio) onto this weeks Not Your Average Investor Show-

So you can see for yourself why she recently decided to buy more rentals in Jacksonville!

Her name is Leslie Wilson...

Jacksonville has grown a ton over the last 10 years, and real estate investors have done incredibly well in this town, but rising prices are making it tough for many... so it begs the question:

Will a lack of affordability crater the market?

That's why we're going to do what we do on the Not Your Average Investor Show—give you data plus perspective on how high prices will affect the future of Jacksonville real estate!

Join JWB's cofounder, Gregg Cohen, and show host, Pablo Gonzalez, as they discuss:

- what creates th...

It feels like the world has been waiting for the Fed to drop interest rates for 2 years, and it's finally happened.  We can now get more real estate for less money and stay cash flow positive.

But if we wait too long to invest our money, we'll lose out on equity gains as everyone else gets off the sidelines to buy prices up.

That's why we're going to give you the formula for the fastest path to a great investment on a special edition of The Not Your Average Investor Show with guest host, Paul S...

As housing affordability gets out of reach for younger generations, and renter culture becomes normalized, it's a great time to be a rental property investor...

But there is a new major risk on the table: internet speed word of mouth and cancel culture.

That's why rental property investors that will succeed in this new era will need to stop thinking like "landlords" and make sure they are doing all they can to help their residents become homeowners.

This week's episode of the Not Your Average Investor show will dive deep into how the...