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

Not Your Average Investor Show

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!

All Episodes

Not Your Average Investor Show

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

March 09, 2026 • Gregg Cohen / Pablo Gonzalez • Season 2 • Episode 490

0:00 | 1:11:06

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