Not Your Average Investor Show

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...

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: -...

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&ap...

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 mechani...

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 wa...

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 mana...

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...

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 inv...

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 m...

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, Gre...

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 Flori...

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....

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...