Not Your Average Investor Show

Buying a rental property without knowing how to check the market data yourself may mean trusting assumptions you’ve never verified. On this Not Your Average Investor Show, Pablo and Gregg break down three free tools every rental property investor can use to research a market for themselves without expensive software or relying entirely on someone else's assumptions. They’ll break down: 🏠 Cur...

Sitting on a rental property with a mortgage rate around 4% may be holding you back from asking the most important question... "What's the best financial outcome I can create?" On this next Not Your Average Investor Show, Gregg Cohen and Pablo Gonzalez break down a real portfolio decision Gregg recently modeled for a longtime JWB client with roughly $2 million in equity. Does it mak...

Thinking about house flipping or passive rental investing? One can help you build capital faster. The other can help you build wealth without adding another job to your life. But do you really have to choose just one? On this Not Your Average Investor Show, Gregg sits down with JWB investor Justine Herrera, who has experienced both sides of real estate investing. She completed three successful fli...

There are plenty of reasons investors may feel cautious about Florida real estate right now. Insurance costs went up. Home prices hit all-time highs. And the 2023–2025 slowdown has people asking if we are seeing the beginnings of a major correction.  On this Not Your Average Investor Show, Gregg and Pablo are joined by Dr. Alex Stewart of The Market Distillery to look at those concerns through the...

Data came out saying Florida renters need about $77,500 a year to afford a modest two-bedroom rental. That sounds like bad news for Florida real estate investors. But is it really? Jacksonville, Miami, Tampa, Orlando, and South Florida all tell very different stories when you compare rents, prices, and investment economics. After signaling a potential rate increase in September, rates dropped in A...

Trump Accounts have created a new way to set your family up for a solid financial future at a time when 401(k)s are reaching record highs. But have you ever asked yourself this: If your kids inherited it tomorrow, would they know what to do with it? In this week's Not Your Average Investor Show, Gregg and Pablo discuss retirement, 401(k)s, Trump Accounts, and what it really means to leave wea...

A rental property pro forma can show cash flow, appreciation, tax savings, and long-term profit. But only if you know where to look and what the numbers actually mean. On this Not Your Average Investor Show, Gregg and Pablo break down how to read a rental property pro forma through the five profit centers. They’ll explain why some returns show up in year one while others build over time, where tax...

The housing bill passed. But will it actually lead to more homes in Jacksonville? That is the part no headline can answer yet. In this week's Not Your Average Investor Show, Gregg and Pablo are breaking down what made it into the final law, including manufactured housing, office-to-apartment conversions, renovation programs, zoning reform, and the 350-home provision. They’ll walk through the...

It is too easy to fudge a rental property deal sheet, sell the property to an investor, and blame the property manager when the property doesn't perform as expected. But the person that loses most in that scenario is the investor!   That's why we'll be breaking down real deal sheets in this week's Not Your Average Investor Show! JWB Co-Founder Gregg Cohen and host Pablo Gonzale...

Berkshire Hathaway has agreed to acquire Taylor Morrison, one of the nation’s largest public homebuilders, in a deal valued around $8.5 billion including debt. The interesting part is the timing: homebuilder sentiment, new home sales, affordability, and buyer confidence are still challenged, but Fannie May has recently released a slow-and-steady housing recovery forecast.   We'll dive into wh...

Bank of America is now predicting three Fed rate hikes, and that raises a big question for rental property investors: Can rental properties still cash flow if rates stay high or move even higher? This week on the Not Your Average Insights Show, Gregg Cohen and Pablo Gonzalez are breaking down what cash flow looks like for rental property investors in 2026. They’ll look at how today’s rates affect...

A major project to raise power lines over the St. Johns River is set to finish by the end of this year.  When it is done, Jacksonville will be able to handle even larger container ships and join a short list of U.S. ports capable of receiving vessels at that scale. That's why this week on the Not Your Average Investor Show, JWB Co-Founder Gregg Cohen and host Pablo Gonzalez are sitting down w...

Getting started in real estate sounds simple… but how do you find time for it? This week, we are joined by Rafael “Rafi” Suazo, a JWB client that has been juggling his W-2, a growing family, an Airbnb, and growing a portfolio of rentals.  Join host Pablo Gonzalez for a conversation focused on: - how Rafi’s investing strategy has evolved as his responsibilities have changed - which of Rafi’s invest...

Florida just passed a new protected series LLC law, which created a different way to structure your investments for your protection, and we're going to dive into it along with other current news affecting real estate investors! Join Gregg Cohen, co-founder of JWB Real Estate Capital and show host Pablo Gonzalez, on this week's edition of Not Your Average Insights Show, where we'll d...

Get a clear breakdown of the Q3 2026 Jacksonville Real Estate Market Outlook by JWB with Gregg Cohen, Co-Founder of JWB Real Estate Capital. The headlines say the housing market is struggling. But is that actually what's happening in Jacksonville? Here's what we'll cover: ✅ What's actually happening with Jacksonville home prices, home sales, and rents right now ✅ Why Jacksonv...

BiggerPockets just shared a list of the top 10 markets for rookie investors, and Jacksonville came in at the top! That sounds like good news if you are thinking about buying your first rental property. But choosing the right city is only one part of making a smart first investment. That’s why this week on the Not Your Average Investor Show, JWB Co-Founder Gregg Cohen and host Pablo Gonzalez are br...

Interest rate and monthly payment? We all know those numbers. But what about the total interest you could pay over the full life of the loan? One investor recently looked at that number across 14 mortgages, and the results were hard to ignore. Some loans showed total interest percentages as high as 133%! That’s why this week on the Not Your Average Investor Show, host Pablo Gonzalez is sitting dow...

The new State of Downtown Jacksonville Report just dropped, and the numbers tell a bigger story for real estate investors. There’s always a lot of talk about downtown Jacksonville, but this report gives us actual numbers to work with. And as real estate investors, that’s where the conversation gets more useful. That’s why this week on the Not Your Average Investor Show, JWB Co-Founder Gregg Cohen...

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 learnin...

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 ho...

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 tax...

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 bu...

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...

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 que...

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: h...