Not Your Average Investor Show

Gregg Cohen (JWB) & Pablo Gonzalez
  • 4.8 (18)
  • Investing
  • Semiweekly

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 succesfull- cash flow, market dynamics, and (most importantly) people.We're glad you've decided you are NOT average!

  1. 6d ago

    523 | How Your IRA or 401(k) Can Buy Rental Properties w/ Chris Barnette

    Few investors realize that it’s possible to invest in rental properties using retirement accounts like IRAs and 401(k)s, and even fewer understand how to do it properly. That’s why we’re bringing on Chris Barnette of Inspira Financial, an expert in self-directed retirement accounts, to break down what investors need to know. Joining JWB co-founder Gregg Cohen and show host Pablo Gonzalez to discuss: - What a Self-Directed IRA is and how it differs from a traditional retirement account - How retirement funds can be used to buy rental properties - What the custodian handles and what the investor is responsible for - What changes when you own real estate inside a retirement account - The rules, financing considerations, advantages, and limitations investors need to understand They’ll also talk about an important question that comes next: Once you have a Self-Directed IRA, what do you actually invest in? That’s where the conversation shifts from understanding the retirement account to understanding the rental property itself. Plus, we’ll preview the October 30 Tax-Free Real Estate Investing Tour with JWB + Inspira, where investors can go deeper on Self-Directed IRA investing, Jacksonville rental properties, and what’s happening in downtown Jacksonville. Listen NOW! Chapters: 02:14 Meet the Hosts and Guest 03:03 Live Roll Call Shoutouts 05:33 Why Self-Direct 08:13 Upcoming Jacksonville Workshop 09:45 What Is a Self-Directed IRA 11:16 Why Big Brokers Don't Offer It 14:27 Rollover Steps to Buy Property 19:20 Execution Support and Paperwork 24:26 Solo 401k vs Self-Directed IRA 28:41 What You Can't Buy in an IRA 29:36 Event Reminder and Q&A 30:15 SDIRA Rental Purchase Steps 30:54 Keeping Funds Inside IRA 32:46 Expenses And No Sweat Equity 34:37 Disqualified Use Rules 35:57 Non-Recourse Loan Basics 38:57 Reserve Planning And Limits 41:32 Custodian Help And Transfers 43:22 Asset Protection And LLC 44:45 Can You Move Existing Rentals 46:10 RMD Exit Strategy Planning 50:35 Refi And Property Babies 52:59 Profit Centers In SDIRA 56:01 Choosing The Right Team 58:20 How To Contact And Next Steps 01:00:01 Wrap Up And Next Episode Stay connected to us!  Join our real estate investor community LIVE:  https://jwbrealestatecapital.com/nyai/ Schedule a Turnkey strategy call:  https://jwbrealestatecapital.com/turnkey/  *Get social with us:* Subscribe to our channel  @notyouraverageinvestor   Subscribe to  @JWBRealEstateCompanies   🌐 Facebook Group - https://www.facebook.com/groups/rentalpropertyinvesting 📸 Instagram - https://www.instagram.com/nyai_community 📸 Instagram - https://www.instagram.com/jwbrealestatecompanies

  2. Oct 19

    522 | Getting To Retirement In Under 10 Years with Ryan Lee

    What if the investments you’ve built are making you money… but still aren’t giving you the freedom you actually wanted? On this Not Your Average Investor Show, Ryan joins Gregg and Pablo to break down a different way of thinking about investing: start with the outcome you want, put a timeline around it, and then build the system backward. They’ll break down: - Why more income does not always mean more freedom - What changes when you put a real timeline around your financial goals - How real estate, liquidity, and the right system can work together - Why turnkey rental properties may play a bigger role than investors realize If you’ve been thinking about financial freedom only in terms of returns, this conversation will help you ask a bigger question: Are your investments actually building the income, time, flexibility, and options you want? Listen NOW! Chapters: 00:00 Retire in 10 Years 02:22 Defining Retirement 04:11 Time Ownership Mindset 04:55 Desire and Vision 07:21 10X Focus Psychology 09:29 Corporate Wake Up Call 12:58 2008 Reality Check 19:23 Hospital Turning Point 22:40 Quitting with Cash Flow 26:15 Three Gear System 28:37 Build Your Capital Vault 32:07 Real Estate Lessons 34:20 Own Not Operate 36:32 Leverage to Collapse Time 37:37 Leverage Collapses Time 39:13 Why Housing Wins 42:26 Turning Equity Into Income 44:02 The Equity Mill Cycle 47:41 Vault As Roth Alternative 50:59 Proof And Peanut Butter 52:59 Why JWB Works 58:19 Vault Funding Basics 01:01:32 Balancing Risk With Vault 01:05:13 Stay In The Cycle 01:07:06 Closing Thoughts And Farewell Stay connected to us!  Join our real estate investor community LIVE:  https://jwbrealestatecapital.com/nyai/ Schedule a Turnkey strategy call:  https://jwbrealestatecapital.com/turnkey/  *Get social with us:* Subscribe to our channel  @notyouraverageinvestor   Subscribe to  @JWBRealEstateCompanies   🌐 Facebook Group - https://www.facebook.com/groups/rentalpropertyinvesting 📸 Instagram - https://www.instagram.com/nyai_community 📸 Instagram - https://www.instagram.com/jwbrealestatecompanies

  3. Oct 12

    521 | She Went From 1 to 11 Rentals In Less Than 6 years! Meet Guest Investor, Laura Kolbe

    You can build a rental portfolio and grow your wealth. But how do you turn what you’ve learned into something your family understands, and can eventually build on too? On this Not Your Average Investor Show, Pablo sits down with longtime JWB investor Laura Kolbe, who has grown her portfolio to 11 rental properties since she started investing in 2020. But this conversation goes beyond how many properties she owns. They’ll unpack: ✅ What changed as Laura went from her first rental to 11 properties ✅ Why she has used both cash and financing along the way ✅ What building a real rental portfolio has taught her about long-term wealth ✅ How she’s educating her family about investing and bringing them into the conversation ✅ Why her goals have grown beyond simply building wealth for herself If you’re thinking about what you’re really building your portfolio for, and how the people closest to you fit into that picture, Laura’s story gives you a real investor’s perspective on taking the next step beyond simply owning more properties. Listen NOW! Chapters: 00:00 Meet Laura Kolbe 02:23 Why Real Estate 03:47 First Rental Lessons 05:14 From Local to Remote 08:08 Macro Learning Shift 10:12 Tuition Cash Flow Plan 14:02 Refi and Equity Harvesting 17:45 Selling and 1031 Leap 20:30 Lifestyle Design Motivation 22:46 Jacksonville Growth Pivot 26:18 Acquisition Sprint Breakdown 29:18 1031 Mechanics and Inflation 33:39 JWB Ownership Explained 34:53 Diversifying Across Jacksonville 36:07 When a Rental Burns Down 39:20 Insurance and Rebuild Lessons 41:09 Reserves and Risk Buffer 43:24 Breaking Down Total Returns 46:20 Pac Man Profit Centers 48:04 Jacksonville Outlook Ahead 50:47 Family Investing Playbook 55:22 Teaching Kids the Business 58:36 Family Retreats and Wrap Up Stay connected to us!  Join our real estate investor community LIVE:  https://jwbrealestatecapital.com/nyai/ Schedule a Turnkey strategy call:  https://jwbrealestatecapital.com/turnkey/  *Get social with us:* Subscribe to our channel  @notyouraverageinvestor   Subscribe to  @JWBRealEstateCompanies   🌐 Facebook Group - https://www.facebook.com/groups/rentalpropertyinvesting 📸 Instagram - https://www.instagram.com/nyai_community 📸 Instagram - https://www.instagram.com/jwbrealestatecompanies

  4. Oct 5

    520 | Q4 2026 Jacksonville Real Estate Market Outlook by JWB

    Where is Jacksonville’s real estate market now, and where could it be going next? National headlines do not always reflect what is happening in Jacksonville. In this Q4 Jacksonville Real Estate Market Outlook, Gregg and Pablo will break down the latest local housing, rental, and property management data. They’ll examine what has changed since last quarter, what the current numbers say about Jacksonville, and what investors should watch heading into Q1 2027. They’ll cover: - Home prices and appreciation trends - Housing inventory and days on market - Foreclosures, interest rates, and financing conditions - Rent growth and rental demand - Occupancy, lease renewals, and resident stays - Property turns, maintenance, and management trends - The signals that could shape the next quarter Are Jacksonville prices holding up better than expected? Is rental demand changing? And do current conditions point to more risk or more opportunity for long-term investors? Listen NOW! Chapters: 00:00 Welcome and Setup 01:57 Show Format and Disclaimer 03:03 Jacksonville Sales Snapshot 04:17 Inventory and Foreclosure Reality 09:52 Why Foreclosures Stay Low 12:33 Normalization Price History 15:49 Rent Market and JWB Portfolio 18:56 Workforce Housing Advantage 21:42 Rates vs Prices Deep Dive 28:32 Demand Drivers Migration and Life Events 34:11 Supply Squeeze Lock In and Builders 37:23 Supply Crunch Prices Up 37:34 Builders Falling Behind 39:37 Inventory Keeps Dropping 40:40 Sales Rising Despite Rates 42:38 Jacksonville Market Wrap 44:50 Coil Effect Explained 46:29 Rate Drop Cycle Data 49:10 Why Buy Now Incentives 51:41 Downtown Revitalization Trigger 53:05 10K Residents Flywheel 55:10 Austin Tampa Nashville Deep Dive 58:42 Extra Appreciation Math 01:02:05 Predictions Scorecard 01:05:06 Client Wins and Proof 01:07:08 Q&A Hurricanes Evictions ARMs 01:15:00 Closing & Next Episode Stay connected to us!  Join our real estate investor community LIVE:  https://jwbrealestatecapital.com/nyai/ Schedule a Turnkey strategy call:  https://jwbrealestatecapital.com/turnkey/  *Get social with us:* Subscribe to our channel  @notyouraverageinvestor   Subscribe to  @JWBRealEstateCompanies   🌐 Facebook Group - https://www.facebook.com/groups/rentalpropertyinvesting 📸 Instagram - https://www.instagram.com/nyai_community 📸 Instagram - https://www.instagram.com/jwbrealestatecompanies

  5. Sep 28

    519 | Stop Guessing: 3 Free Tools Every Real Estate Investor Should Use Before Buying

    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: 🏠 Current home prices with Redfin: What are homes actually selling for today, and how does the market compare nationally? 📈 Home price appreciation with FHFA: How has the market performed over the long term, and does the appreciation assumption you're using have historical support? 💰 Rent prices and rent growth with Zillow: What are homes renting for today, and how have rents changed over time? If you're evaluating a new rental market, reviewing a pro forma, or simply want to become a more informed investor, these are three tools you'll want to know how to use. Listen NOW! Chapters: 02:24 Quarterly Market Events 04:26 Jacksonville Boom Town Data 06:06 Downtown Revitalization Thesis 10:17 Why Appreciation Beats Cash Flow 11:55 JWB Cares Golf Recap 13:32 Free Tools Overview 14:37 Why Redfin Not Zillow 17:08 Redfin Data Center Walkthrough 22:13 Reading The Excel Report 26:16 Avoiding Seasonality Traps 29:35 Interpreting Market Speed Signals 29:58 Redfin Data Reality Check 30:45 US Report Benchmarking 32:40 Cash Flow First Framework 34:03 Inventory Signals Using Redfin 36:46 FHFA HPI Tool Walkthrough 39:40 Normalize Appreciation Rates 42:30 CAGR Calculator Method 46:23 National HPI Baseline 48:32 Zillow Rent Data Setup 54:29 Rent Growth Discounting 57:24 Community Wrap Up Stay connected to us!  Join our real estate investor community LIVE:  https://jwbrealestatecapital.com/nyai/ Schedule a Turnkey strategy call:  https://jwbrealestatecapital.com/turnkey/  *Get social with us:* Subscribe to our channel  @notyouraverageinvestor   Subscribe to  @JWBRealEstateCompanies   🌐 Facebook Group - https://www.facebook.com/groups/rentalpropertyinvesting 📸 Instagram - https://www.instagram.com/nyai_community 📸 Instagram - https://www.instagram.com/jwbrealestatecompanies

  6. Sep 21

    518 | Beware Of The Mortgage Rate Trap - The One Question Investors Need To Ask About Their Existing Rentals

    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 make sense to keep several sub-4% mortgages in place, or refinance at a higher rate, unlock equity, and use it to buy more rental properties? They’ll break down: ✅ Why a low mortgage rate shouldn’t be evaluated by itself ✅ How Gregg compared keeping the existing loans versus refinancing and buying more properties ✅ Why the higher-rate strategy projected nearly $1 million more over 10 years in this specific client scenario ✅ How an investor’s timeline can change whether unlocking equity makes sense If you’ve built significant equity in your rental properties but aren’t sure whether you should leave it alone or put it back to work, this episode will give you a better framework for thinking through the decision. Listen NOW! Chapters: 00:00 Beware Rate Trap 01:33 Show Welcome Banter 02:18 Justine Rent Update 05:22 Quarterly JAX Events 09:11 Dormant Equity Explained 16:22 Mortgage Rate Trap Setup 18:56 Client Case Study Intro 20:43 Portfolio Returns Breakdown 22:22 Equity Snapshot Reality 29:12 Refi Plan Framework 35:25 Equity Pull Decision 36:43 Risk And Cash Flow 37:24 Running It Back 39:18 Redeployment Plan 41:36 Year One Snapshot 42:50 Reserves And Tradeoffs 46:40 Ten-Year Outcome 50:46 Rates And Retirement 52:50 Scenario Planning Tools 56:01 Q And A Financing 01:01:11 Rentals For Stability 01:04:59 Next Week And Wrap Stay connected to us!  Join our real estate investor community LIVE:  https://jwbrealestatecapital.com/nyai/ Schedule a Turnkey strategy call:  https://jwbrealestatecapital.com/turnkey/  *Get social with us:* Subscribe to our channel  @notyouraverageinvestor   Subscribe to  @JWBRealEstateCompanies   🌐 Facebook Group - https://www.facebook.com/groups/rentalpropertyinvesting 📸 Instagram - https://www.instagram.com/nyai_community 📸 Instagram - https://www.instagram.com/jwbrealestatecompanies

  7. Sep 14

    517 | Active vs. Passive Real Estate Investing: Why This Investor Chose Both

    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 flips before using that capital to buy her first long-term JWB rental and she still sees a place for both strategies. They’ll break down: ✅ How active and passive real estate can work together ✅ When flipping can help fund a long-term rental strategy ✅ How to own rentals without creating another job for yourself ✅ Why the highest possible rent may not always be the best financial decision ✅ How to build a real estate strategy around your long-term goals They’ll also look at a real decision from Justine’s JWB property: Should you accept lower rent to keep a good resident or hold out for more and risk vacancy and turn costs? Gregg will break down the numbers so you can see why “prioritizing occupancy” can sometimes be the smarter move. Listen NOW! Chapters: 00:00 Meet Justine Herrera 02:22 Quarterly Market Outlook 03:35 Justine’s Real Estate Why 06:42 From Flips to Turnkey 07:44 Renewal Win Win Story 10:02 Property Management Reality 14:44 Helping Friends Invest 22:32 Active vs Passive Strategy 24:58 Flipping Risks Today 28:19 Active Funds Passive Goals 29:08 Solo Flipping Stress 29:42 Finding a True Partner 30:20 Flips to Passive Wealth 31:52 Justine Numbers Disclaimer 33:08 First Turnkey Purchase 34:00 Why This One Worked 35:47 Year One Performance 37:40 Incentives Boost Cashflow 38:47 Pac Man Principle Explained 40:20 Reverse Pac Man Market 44:56 Rent Comps Q and A 48:35 Justine Advice and Next Steps 53:06 Community Wrap and Call 54:32 Next Week Rate Trap 55:02 Final Sign Off Stay connected to us!  Join our real estate investor community LIVE:  https://jwbrealestatecapital.com/nyai/ Schedule a Turnkey strategy call:  https://jwbrealestatecapital.com/turnkey/  *Get social with us:* Subscribe to our channel  @notyouraverageinvestor   Subscribe to  @JWBRealEstateCompanies   🌐 Facebook Group - https://www.facebook.com/groups/rentalpropertyinvesting 📸 Instagram - https://www.instagram.com/nyai_community 📸 Instagram - https://www.instagram.com/jwbrealestatecompanies

  8. Sep 7

    516 | 3 Reasons Real Estate Investors Avoid Florida - Are They Right? w/ Dr. Alex Stewart

    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.  Dr. Alex will share parts of his market analysis, then Gregg and Pablo will dig into what they could mean for long-term rental property investors.   They’ll break down: ✅ Why Florida insurance costs went up and what the data says now ✅ Jacksonville’s worst-case vs. best-case home price appreciation over time ✅ Whether 2023–2025 is a sign of things to come, or a part of the cycle ✅ And more! If you’re asking whether today’s headlines are reasons to stay away from Florida real estate, this conversation will help you look past the headline and understand what the data is actually showing.  Listen NOW! Chapters: 00:00 Florida Myths Setup 01:40 Introducing Dr Alex 02:58 Origin Story Market Distillery 03:57 Why Independent Market Data 07:59 JWB Connection And Education 13:28 Florida Insurance Reality Check 14:56 Litigation And Carrier Comeback 19:01 Premiums Stabilizing In Florida 25:56 Market Cycle Crash Talk 28:06 Fear Headlines And Investor Psychology 31:55 2008 Vs Today Correction Data 36:21 Modern Housing Cycle Framework 37:16 Market Cycle Framework 38:15 Testing the Model 2004-2012 40:45 Signals Sales vs Prices 41:18 Post-2014 Cycle to 2026 43:26 What Should You Do 44:09 Months of Inventory Link 47:52 Buy and Hold Strategy 49:26 Time in Market Proof 50:47 Risk Odds and 13 Years 53:19 Upside vs Downside Visual 56:01 Money Supply Cheat Code 58:54 Personal Investing Moves 01:01:11 Black Swan and Fear 01:05:24 Optimism Investing Mindset 01:06:47 Wrap Up and Next Episode Stay connected to us!  Join our real estate investor community LIVE:  https://jwbrealestatecapital.com/nyai/ Schedule a Turnkey strategy call:  https://jwbrealestatecapital.com/turnkey/  *Get social with us:* Subscribe to our channel  @notyouraverageinvestor   Subscribe to  @JWBRealEstateCompanies   🌐 Facebook Group - https://www.facebook.com/groups/rentalpropertyinvesting 📸 Instagram - https://www.instagram.com/nyai_community 📸 Instagram - https://www.instagram.com/jwbrealestatecompanies

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About

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 succesfull- cash flow, market dynamics, and (most importantly) people.We're glad you've decided you are NOT average!

Information

  • Creator
    Gregg Cohen (JWB) & Pablo Gonzalez
  • Years Active
    2020 - 2026
  • Episodes
    499
  • Rating
    Clean
  • Copyright
    © 2026 Not Your Average Investor Show
  • Show Website
    Not Your Average Investor Show

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