Not Your Average Investor Show

With the US-Iran conflict dominating headlines, real estate investors are asking the same question: Should I be worried? We have a small update on it in last week’s market update, but in this episode of the Not Your Average Investor Show, Gregg Cohen and Pablo Gonzalez we are taking a closer look at how global conflict, especially involving Iran, can affect the economy, inflation, interest rates,...

Join us for the Q2 2026 Jacksonville Real Estate Market Outlook by JWB. We'll be joined by Gregg Cohen, Co-Founder of JWB Real Estate Capital. The headlines say home sales are falling. But is that actually what's happening in Jacksonville? Here's what we'll cover: ✅ What's actually happening with Jacksonville home prices, inventory, and rents right now ✅ Why the headline...

Maintenance costs can feel unpredictable for real estate investors. And when you do not know who is making the decisions, how pricing is being managed, or what work really needs to be done, it can create stress fast. That’s why this week on the Not Your Average Investor Show, Gregg Cohen and JWB’s New Construction Senior Superintendent, Tom Leon, are taking you behind the scenes to show how JWB wo...

The real estate industry just got a new label for 2026: “The Great Reset.” That phrase alone is enough to make investors uneasy. But here’s the real question: Does reset mean retreat? This week on Not Your Average Investor Show, Gregg Cohen and Pablo Gonzalez unpack the 2026 Emerging Trends in Real Estate Report from ULI and PwC and explain how this permanent recalibration changes the game for lon...

Are rentals still delivering what you invested for? Are they stronger today than yesterday, or are the tradeoffs getting bigger? On the Not Your Average Investor Show, Gregg Cohen and Pablo Gonzalez are turning a Summit keynote into a practical conversation focused on one thing: how to make better rental property decisions right now.  ✅ The Promise of Rentals Today: What rental properties still d...

New York, like many great cities in the US, has high wages and even higher real estate prices.  Add a growing anti-landlord political environment and you can see why it's hard for many to invest in their local market. But investing isn't your only option. That's why we are bring on John Williams, a real estate investor from Long Island, NY,  as our next guest investor on the Not You...

So many people who want to invest in real estate know they're not ready yet, and want to find a path to get there, but can't find an example to follow. That’s why this week on the Not Your Average Investor Show, Gregg Cohen and Pablo Gonzalez are joined by client investor, Gregory Roberts, to share what actually happens in the year between “not ready yet” and feeling confident enough to...

You’ve probably heard us talk about “properties having babies” when investors use a cash out refi to buy new properties with no new capital. But what does that actually look like when you’re the investor making the call? In this episode, show host Pablo Gonzalez opens up his real-life portfolio to walk through the decision to do a cash-out refinance, and whether the short-term drop in cash flow is...

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...

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...

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: - T...

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 spreadshe...

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...

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....

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 p...

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...

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 Jac...

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 righ...

Headlines love to say real estate has never been less affordable — but is that actually true? In this episode of the Not Your Average Investor Show, JWB Co-Founder Gregg Cohen and host Pablo Gonzalez take a look back in time to compare housing affordability in 1982 vs. 2025 and the results might surprise you. They’ll unpack: - Why 1982 was actually less affordable than today - even with lower home...

A lot of investors are buzzing about the newest tax bill, but very few truly understand how these updates impact Bonus Depreciation, Cost Segregation, and long-term rental property savings. So this week on the Not Your Average Investor Show, we’re bringing in tax expert Bryan Reyes to break down what changed, what it means, and how you can use it to your advantage. Join co-founder of JWB Real Esta...

You’ve got a few property tabs open. The photos look good. The numbers are in the range you were hoping for. On paper, any one of them could work, but choosing the one that actually fits your long-term plan? That’s where most people hit pause. If that moment feels familiar, you’re not the only one. The best investors don’t pick properties by gut feeling or guesswork; they follow a clear process. I...

You’ve heard the strategies. You’ve seen the data. But what does it actually look like to build a rental property portfolio that fits your life, your goals, and your timeline? On this episode of the Not Your Average Investor Show, we sit down with a JWB client, Mike Foster, to walk through his real investing journey of how he shaped a plan that aligned with his long-term vision, what the experienc...

Property taxes have become one of the biggest talking points for investors. Rates are rising, and for many, it feels like a growing burden that’s eating into returns. But what if these increases actually signal strength in your investment? On this week’s episode of the Not Your Average Investor Show, Pablo sits down with Hannah Feran, Portfolio Management Supervisor at JWB, to unpack what’s really...

Headlines are buzzing about government shutdown, shifting interest rates, and all time highs for gold, but what do those stories actually mean for real estate investors? In this week’s Not Your Average Insights, JWB Co-Founder Gregg Cohen and host Pablo Gonzalez look beyond the politics and into the data to reveal how these macro events really shape the housing market. They’ll unpack: - What histo...

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...