Not Your Average Investor Show

Gregg Cohen (JWB) & Pablo Gonzalez
  • 4.8 (18)
  • INVESTING
  • UPDATED 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

    493 | Q2 2026 Jacksonville Real Estate Market Outlook by JWB

    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 headlines may be misleading and how to read the data the right way ✅ What rising mortgage applications could mean for buyers in 2026 ✅ Where the market stands compared to JWB's earlier 2026 outlook You won't want to miss this opportunity to get a clear, data-driven view of the Jacksonville real estate market straight from one of JWB's owners. Listen NOW! Chapters: 00:00 Q2 Outlook Kickoff 01:55 Why This Report Matters 05:00 Housekeeping And Disclaimers 05:57 Jacksonville Market Snapshot 06:40 Home Prices Normalizing 10:17 Rent Trends And PM Metrics 12:38 Multifamily Overbuild Q&A 14:18 Home Price Data Debate 16:20 Iran War And Rates 20:35 Demand Vs Supply Coil Effect 23:54 Investor Strength In Inflation 30:27 Military Deployment Concerns 32:05 Road To Housing Act Intro 33:54 Bill Status Overview 34:29 What’s Inside the Bill 35:39 Investor Limits Explained 36:32 Seven Year Sell Rule 37:58 Why Capital Won’t Fit 40:04 Build to Rent Fallout 44:30 Seasonal Doom Headlines 45:48 Month vs Year Data 49:10 Seasonality EKG Effect 51:13 2026 Predictions Check In 53:31 Three Investor Takeaways 55:24 Stay the Course Closing 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

    1 hr

  2. MAR 23

    492 | The Key To Keeping Maintenance Costs Low In Rentals

    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 works to control maintenance costs before they turn into bigger problems. You’ll learn: ✅ How JWB Helps Control Maintenance Costs Early: Why the biggest cost-saving decisions often happen before a repair is ever needed. ✅ In-House Project Management Changes: How JWB’s construction team helps guide the work from start to finish, instead of leaving investors to manage the process. ✅ Better Pricing Happens: Why having the right team and process in place helps create stronger pricing for clients. ✅ Scope Management Matters: How clear oversight helps make sure the right work gets done without adding unnecessary cost or confusion. ✅ The Vertical Integration Advantage: Why JWB’s model creates a smoother experience for investors during turns, renovations, and maintenance decisions. This episode is about the system behind the work and how it helps create a smoother, more thoughtful experience for investors. Listen NOW! Chapters: 00:00 Low Maintenance Costs 01:14 Show Intro Guest 02:06 Market Update Promo 03:25 Why Maintenance Worries 04:47 Construction By Numbers 06:49 In House Team Breakdown 13:21 Managing Many Trades 16:45 Vendor System Savings 24:07 Investor Mindset Decisions 30:10 JWB Standard Explained 34:44 Vendor Fixes and QC 36:42 Turn Payments and Holdbacks 38:09 Renovation vs Turn Mindset 43:23 Accountability in Vertical Model 45:31 Live Q&A Vendor Onboarding 49:35 Standardization and Materials 50:25 Carpet vs Vinyl Decision 53:53 Owner Approval on Turns 56:33 Wrap Up and Next Steps 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

    59 min

  3. MAR 16

    491 | The Great Reset Is Here… Should Rental Property Investors Be Worried? | NYAInsights

    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 long-term investors. You’ll learn: ✅ The Great Reset vs. Crisis: Why this moment is a strategic recalibration rather than a repeat of 2008. ✅ The Affordability Megatrend: Why providing workforce housing is the smartest market play for 2026. ✅ Suppressed Demand: How higher rates kept buyers on the sidelines and why that pent-up demand is coming back as rates adjust. ✅ Asset Adaptability: Why single-family rentals perform in both good times and bad and why that's your unfair advantage in 2026. Smart, patient, fundamentals-first investors may have more leverage today than they realize. Listen NOW! Chapters: 00:00 ULI Report Preview 01:14 Show Welcome and Hosts 01:32 Q2 2026 Outlook Promo 03:10 Why ULI Matters 05:03 Trend One Great Reset 07:59 Back to Basics Operations 12:50 Bonus Why Next Decade 13:17 Return of Yield 19:33 Supply Shortage Worsens 23:51 Institutions Flood Housing 29:21 Distressed CRE Deals 30:12 Debt Maturity Opportunities 31:58 Demographics Drive Demand 35:02 Buy and Hold Wins 35:51 Smart Money Era 36:29 Interest Rate Fog 40:33 Affordability and Policy Risk 45:41 Resilient Asset Classes 49:24 Operations Beat Engineering 54:32 Wrap Up and Next Episodes 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

    58 min

  4. MAR 9

    490 | How Risky Is Rental Property Investing TODAY? Let’s Get Clear

    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 do well in this market and what’s changed. ✅ Decision Filters That Matter Now: How to make confident buy or hold decisions without relying on predictions. ✅ Asset Class Lens: How to judge rental properties on fundamentals instead of headlines. ✅ Your Next Best Move: The clearest factors to weigh before you add your next rental property to your plan. When you step back and look at rental properties through the right lens, you stop reacting and start deciding. That’s what this episode is built for. Listen NOW! Chapters: 00:00 Are Rentals Riskier 01:43 Q2 Market Outlook 03:48 Business Journal Spotlight 08:28 Summit Theme Origins 10:38 Five Years Whiplash 14:40 Thriving Through Chaos 17:47 2010 Inflection Point 22:34 Boring Beats Chaos 25:49 Boring Gets Better 31:18 Downtown Growth Engine 35:18 Downtown Momentum Feels Real 36:52 The Warren Buffett Comparison 43:15 Boring Investing Wins 44:19 Certainty Beats Shiny Objects 46:43 Passive Income Planning Tool 48:36 Refinance for Property Babies 54:02 Why and Meaningful Impact 56:37 Homeownership Mission HomeStep 01:00:04 Audience Q&A Septic to Sewer 01:01:34 AI at JWB Today 01:03:43 Allocation and Black Swan Strategy 01:08:48 Wrap Up and Next Week 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

    1h 11m

  5. MAR 2

    489 | Why Are NY Investors Buying In Florida? w/ Guest Investor John Williams

    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 Your Average Investor Show! JWB's cofounder, Gregg Cohen, and show host, Pablo Gonzalez, will dive into John's story to uncover: - why he decided he would invest in a market 1,000 miles away (instead of somewhere he can drive to) - what made him choose Jacksonville out of all the Florida markets New Yorkers are flocking to - how he is growing his real estate portfolio to fit his goals - and much more! John is famously known in our community as "Il Maestro".  Join us live to meet him on the show for the first time, and be part of the conversation! Listen NOW! Chapters: 00:00 Meet John Williams 01:56 Early Real Estate Spark 02:54 Self Managing Mistakes 03:35 Team First Mindset 04:59 JWB Community Breakthrough 06:42 First Buys and Fast Growth 07:57 Tree Damage Trust Test 10:02 Doing the Right Thing 12:37 Remote Landlord Lessons 14:15 Legacy and Identity 17:15 Why Community Changes You 20:00 Why Not New York 24:01 Spouse Buy In Matters 27:42 Goals for Ten Properties 29:08 Legacy Planning Goals 30:04 Three Phase Wealth Plan 31:21 Debt Snowball Paydown 33:25 Family Involvement Strategy 34:39 Portfolio ROI Breakdown 37:25 Credits And Buydowns 39:39 Real Estate Language 101 40:50 Cashflow Credits Explained 44:11 Reserves And Bank Accounts 46:14 Rate Buydown And DSCR 48:44 Pac Man Profit Centers 50:42 Retirement Funds To Real Estate 52:51 Team First And Summit Wrap 55:54 Final Takeaway Dont Be Average 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

    57 min

  6. FEB 23

    488 | Making Your First Investment: From Not Ready to Investor In a Year w/ Gregory Roberts

    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 move forward. Gregory showed up to the Not Your Average Investor Summit knowing he wasn’t ready to take action. Instead of forcing a decision, he focused on learning, gaining clarity, and giving himself time. A year later, everything looked different. In this conversation, you’ll hear: ✅ Why showing up before you feel ready can be a smart move ✅ How clarity builds when pressure is removed ✅ Who you need in your corner to get over the hump Listen NOW! Chapters: 00:00 What Can Change in a Year: From Observer to Investor 01:23 Summit Week Kickoff + Meet the Panel (Pablo, Gregg, Lee, Dr. Roberts) 02:26 How Dr. Roberts Found the Summit & the JWB Community 04:06 His ‘Why’: From Poverty to Advising Students Through Real Estate 07:27 Early Investing Journey: First Townhouse, First Rental Lessons (2017–2018) 09:25 Hitting the Wall: Traditional Lending Roadblocks After Relocating 11:39 The Breakthrough: Selling, 1031 Exchange, and JWB’s Step-by-Step Support 14:11 What ‘Real Turnkey’ Means: Condensing Years into a Few Calls 26:16 1031 Exchange Explained: Deferring Taxes to Buy More Real Estate 28:24 1031 Exchange Deadlines: 45-Day ID & 180-Day Close (No Wiggle Room) 28:50 How a Coordinated Team Makes a 1031 Exchange Actually Work 29:27 From One Property to Two: Understanding Capital Gains & the Exchange Flow 31:15 Real Estate as a New Language: Learning the Vernacular Through Repetition 32:52 Meeting People Where They Are: Teaching Investing with Analogies 37:14 Dr. Roberts’ Next Chapter: Growing a Portfolio & Helping Others Start 41:23 JWB’s Home Step Program: Helping Renters Become Homeowners at Scale 45:30 Summit Lightning Round: How to Get the Most Out of Not Your Average Investor 50:04 Final Send-Off: Community Impact, Gratitude, and “Don’t Be Average”  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

    53 min

  7. FEB 16

    487 | The Real-Life Cash-Out Refi Decision That Tests Growth vs. Cash Flow (Inside Pablo’s Portfolio)

    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 worth the long-term growth. JWB co-founder, Gregg Cohen, will unveil a new tool he just developed that helps visualize the trade-offs investors face when they refinance like: ➕ What changes immediately in your monthly cash flow ➕ How much quicker it gets investors to their goal ➕ When it wouldn't make sense to do it If you’ve been sitting on equity and wondering what to do next, this behind-the-scenes breakdown will help you figure out if a cash out refi could work for you! Listen NOW! Chapters: 00:00 Cash-Out Refi & “Property Babies” — What We’re Building Today 01:33 Welcome to Not Your Average Investor Show + Why This Topic Matters 02:25 The Equity Fear Factor: When to Harvest Without Killing Cash Flow 03:10 Tool Tease + Live Case Study Setup (Pablo’s Portfolio) 05:02 Quick Housekeeping: Summit Update + Important Disclaimer 05:55 Pablo’s 3-Property Origin Story (2021–2022) & Funding Moves 07:07 Profit Breakdown: Appreciation, Paydown, Tax Savings & Cash Flow Reality 08:37 Eviction, Vacancy, and the Long Game: Staying Invested Through Pain Points 13:01 Pac-Man Principle: Why Appreciation Dominates the “Profit Pie” 14:48 Introducing the Passive Income Planning Tool (Beyond a Profit Snapshot) 16:15 Setting the Target: $10K/Month Net in 15 Years — Why It Matters 18:18 Phases of the Plan: Acquisitions → Debt Paydown → Distribution 20:34 Current Snapshot: $366/mo, $270K Equity, and 43% of Acquisitions Done 23:23 If You Do Nothing: 15-Year Projection for Income and Equity Growth 24:29 Delivering the Next Property Baby: How Much Cash You Need ($60–$75K) 27:55 15-Year Upside: Cashflow Growth + Massive Equity Gains 28:54 “Go Find the Money”: Cash-Out Refi Options & Portfolio Cashflow Impact 32:05 Which Properties to Refinance? Protecting Low Rates & Picking the Winner 35:49 New Passive Income Plan: 4 Properties, Small Cashflow Trade-Off, Big Long-Term Win 39:03 Is $63K Enough to Buy Another Rental? Down Payment Targets & Inventory Fit 40:00 Small vs Big Homes Debate: Appreciation, Neighborhood Cycles & Workforce Housing 45:31 Live Q&A: HELOC vs Refi, Taxes/Insurance Included, and Using Primary Home Equity 49:27 Summit Next Steps + Community Updates (C3X, Greg Roberts, Karaoke) 54:18 Final Wrap: Summit Logistics & “Don’t Be Average” Send-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

    56 min

  8. FEB 9

    486 | Shocking New JAX Stats! $6.5B New Investments, 10K Residents & Other Facts From Downtown Vision Report

    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 a 31% population surge since 2020, the long-talked-about “24-hour city” is finally becoming a reality. Here’s what we’re diving into: ✅ Why 10,000 is more than just a number and how it changes a city's trajectory ✅ How JWB’s Pearl Square is helping complete the downtown puzzle ✅ The power of the density flywheel: more people means more restaurants, retail, and livability ✅ Why city leaders are setting their sights on 20,000 and how early investors benefit most When population growth turns into real, livable vibrancy, opportunity follows. Listen NOW! Chapters: 00:00 Introduction and Excitement for Jacksonville's Real Estate 01:54 Overview of Downtown Vision Report 03:55 Population Growth and Residential Development 09:57 Investment and Development Projects 15:16 Educational and Healthcare Expansions 21:41 Enhancing Livability in Downtown Jacksonville 24:17 The Shift from 8-Hour to 16-Hour Downtowns 25:30 Proven Models of Downtown Transformation 29:31 Living and Working in Downtown Jacksonville 31:32 Investor Insights and Property Appreciation 36:26 Balancing Rent Increases and Community Growth 46:28 Upcoming Summit and Community Engagement 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

    51 min
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4.8
out of 5
18 Ratings

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
    469
  • Rating
    Clean
  • Copyright
    © 2026 Not Your Average Investor Show
  • Show Website
    Not Your Average Investor Show

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