Rental Income Property investing doesn't need to be as difficult as you think it is. Why do we say this? Studies have shown that most Americans believe real estate is the best tool to accumulate wealth, yet only a minority of them use that tool... simply because it seems too complicated. The Not Your Average Investor show will show you how JWB has made it easy for people like you to invest in rental income properties by showing you the fundamentals that make rental income investments succesf ...
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Deciding What Is Shown Podcasts
Welcome back to the Play Myself Show, where we delve into a multitude of topics, challenging ourselves and our listeners to think deeper and explore new perspectives. In today's episode, titled "Oh Brother," hosts Myles and Randy will take us through a wide range of intriguing subjects. From the complexities of teamwork and the importance of reliable individuals to the challenges of coordinating a music project, they will navigate through various intriguing stories and experiences. Along the ...
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461 | Long-Distance Investing, Local Expertise: Real Estate Freedom for the Mobile Investor w/ Michael Santorios
1:01:26
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1:01:26Feeling 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 freedo…
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460 | How Tariffs Are Already Affecting the Real Estate Market | Not Your Average Insights
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51:43With 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 r…
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459 | Jacksonville’s Downtown Is Changing Fast—Here’s What Investors Need to Know with Bryan Moll
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53:14Downtown 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 …
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458 | What Are The Best Markets For Rental Property Investing?
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56:19Life-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 u…
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457 | How To Spot A Bad Deal In Rental Property Investing
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51:36Rental 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 lear…
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456 | When Rental Property Investing Goes Wrong - Rebuilding After a Bad Buy w/ Allie King
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58:29Every 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…
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455 | 2025 H2 Predictions: What’s Ahead for Real Estate & Rental Markets
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52:12Curious 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…
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454 | FAQ: How To Decide On Which Rental Property To Buy (Portfolio of the Month!)
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1:00:01There’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. Jo…
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453 | JWB’s Q2/Q3 2025 Jacksonville Real Estate Market Update
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1:11:00Join 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 Performa…
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452 | How to Use Retirement Accounts for Real Estate: Myths, Math & Mistakes
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49:38Most 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…
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451 | "I Got 1 Property, Now What?" Portfolio Growth For Passive Investors
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57:49You'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 Aver…
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450 | [Behind The Scenes] Available Properties & Building A Portfolio
1:02:59
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1:02:59Ever 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 e…
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449 | How Much Do You Need In Reserves When Buying Rentals? A Case Study
56:12
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56:12If 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’…
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448 | Skyrocketing Home Prices- Where They Happened & Who Is Next
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1:00:32Real 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-…
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447 | Are Prices Going Down? Should I Wait To Invest? + Other FAQs Of Rental Property Investing Answered!
1:00:42
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1:00:42We 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, …
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446 | What It’s Really Like to Build Wealth With Rentals: A JWB Client Journey
1:06:07
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1:06:07You’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 fa…
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445 | Leasing In A Soft Rental Market - JWB's Approach To Outperform Market Conditions
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46:52The 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…
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444 | Maximizing 5-Year Cash Flow With 1 Non-Obvious Strategy
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1:04:01Positive 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 C…
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442 | Why Are Investors Pulling Back—And Should You?
1:01:57
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1:01:57Investor 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 headl…
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441 | Minimizing Your Tax Bill Through Rental Property Investing w/ "The Maven" Leslie Wilson
1:05:52
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1:05:52Most 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 Ca…
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440 | Q1 2025 Jacksonville Real Estate Market Update
1:18:47
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1:18:47Join 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 m…
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439 | BREAKING: Mortgage Rates Drop. Time To Buy? - NYAInsights
48:24
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48:24The 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 …
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438 | How To Reach Financial Goals With Real Estate: An Example of Outcome Based Investing
1:00:29
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1:00:29Outcome 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 Invest…
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437 | 5 Top Investing Lessons From Our Top Investors (Community Appreciation Show)
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53:09Since 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 …
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436 | The Number 1 Thing That Made Real Estate Markets Pop In The Last 20 Years (And How It Will Happen Again)
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58:07It'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 I…
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435 | How Much Money You'll Really Make In 10 Years With 1 Rental Property
59:11
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59:11There 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 them…
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434 | How The New Executive Orders Impact Housing - Not Your Average Insights
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1:01:10Our 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 Est…
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433 | What Are The Top 3 Markets For Rentals? Is Jacksonville Still THAT Good?
1:06:58
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1:06:58The 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 Greg…
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432 | How To Take The Risk Out Of Rentals
1:14:00
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1:14:00Most 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 t…
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431 | 2025 Jacksonville Market Forecast (JWB State of the Union)
1:17:53
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1:17:53The 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 Cap…
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How Just 1 Passive Rental Can Change Your Life
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1:09:30We 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 h…
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430 | Fannie Mae's 5 Housing Predictions Of 2025 & NYAInsights
1:11:12
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1:11:12As 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…
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429 | Cash Flow Questions: Strategy, Down Payment, Rates FAQ
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59:45We 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, …
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The Perfect Time To Turn Your Headache Home To A Hero Investment The Easy Way With a 1031 Exchange
1:15:26
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1:15:26As 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 …
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428 | [BREAKING NEWS] Home Equity Lines Of Credit Available For Your Investments! We Explain It.
1:13:38
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1:13:38We 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…
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427 | Investing In Solutions For The Affordability Crisis w/ JAX Mayor Donna Deegan
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42:35Jacksonville 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 resi…
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426 | Spotting A Lemon In A Deal Evaluation BEFORE You Buy
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1:14:01It 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 Capi…
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425 | Myth Busting! 9 Myths On Rate Drops & Rental Properties
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55:28As 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…
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424 | He Quit His Job in Under 10 Years After His First JWB Property!
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54:17What 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 l…
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423 | Q4 2024 Jacksonville Real Estate Market Update
1:22:26
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1:22:26Join 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 p…
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422 | Most Asked Questions Answered: Getting Started In Rental Property Investing
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1:04:24As 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!…
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421 | Who Is Investing Now And Why? The Need To Build Wealth "Outside the System" w/ Matt Teuschel
1:10:33
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1:10:33With 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 n…
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420 | Tax Advantages Of Buying Rental Properties Before November (Little Known Secret)
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1:07:18Tax 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…
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419 | Why The Smartest Investors Are Expanding Their Portfolio Right Now w/ Leslie Wilson
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1:16:01The 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 …
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418 | Will Lack of Affordability Crater the Housing Market?
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1:03:25Jacksonville 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…
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Fastest Way To Jump On The Interest Drop Opportunity w/ Paul Shively and Gregg Cohen
1:07:52
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1:07:52It 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 t…
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417 | The "Landlord" Is In Danger: Why Resident Benefits Make or Break Investments w/ Andrew Smallwood
1:10:04
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1:10:04As 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 thinkin…
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Why Investors Everywhere Are Trying To Own Jacksonville Properties (and You Should Too) w/ Gregg Cohen from JWB Real Estate Capital
1:03:41
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1:03:41It's easy to identify hot markets in real estate, and those who invest in them can create massive changes in their financial futures. But hot markets usually come with high prices. This makes the hot market strategy a game for the already rich to get richer. That's why the rare moment when a blazing hot market is still underpriced needs to be share…
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416 | "Rich Dad" Author Has A New Real Estate Strategy- Not Your Average Insights
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1:04:09With today’s ever- shifting market we need to turn to investors that have weathered economic ups and downs before, and there is few people with more experience and clout than Rich Dad Poor Dad author Robert Kiyosaki But that book was written 25 over years ago! That's why when Mr. Kiyosaki shows up, updating his views on what to invest in, we need t…
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Investing As Rates Drop: Opportunities, Opportunity Costs, & Contrarian Moves To Make w/ Aaron Chapman
1:10:14
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1:10:14We’ve been asking for Jerome Powell to say the magic words: “It’s time to drop interest rates,” and he finally did! But just because he’s doing his part doesn’t mean investors know what they’re supposed to do with it. That’s why we’re hosting a special webinar to get you prepared for this next phase of the economic cycle! Join us for a conversation…
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