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”

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https://jwbrealestatecapital.com/turnkey/

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