DiscoverThe DealMachine Real Estate Investing Podcast459: 19 Rentals In One Year—John's WILD Pivot Story
459: 19 Rentals In One Year—John's WILD Pivot Story

459: 19 Rentals In One Year—John's WILD Pivot Story

Update: 2025-11-26
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When you hear how John Figueiredo went from running a $100M cannabis company, IPO’ing alongside Jay-Z, and literally burying cash underground… to buying 19 rentals in his first year, you’ll understand why his pivot into real estate is one of the wildest stories we’ve ever covered. In this episode, John breaks down the markets he chose, the partners he trusted (and the ones he shouldn’t have), how he scaled a portfolio fast, and why real estate became the most stable, wealth-building move after surviving a high-risk industry.

 

KEY TALKING POINTS:

0:00 - Intro
0:54 - John Figueiredo’s First Deal
5:48 - What He Did After Buying His First Property
9:55 - Finding Good Property Managers
13:39 - Why He Was Interested In Real Estate
15:48 - Getting Into Wholesaling
18:26 - His Marketing Strategies
25:00 - Scaling The Business and Underwriting Guidelines
31:56 - Why He Uses Cash Instead Of Financing
32:43 - Other Investments He’s Making and Asset Allocation
38:13 - Selling His Cannabis Company
43:31 - Closing Thoughts
44:56 - Outro

 

LINKS:

Instagram: John Figueiredo

https://www.instagram.com/fig.time/

 

Links: John Figueiredo

https://linktr.ee/fig_time

 

Instagram: David Lecko

https://www.instagram.com/dlecko

 

Website: DealMachine

https://www.dealmachine.com/pod

 

Instagram: Ryan Haywood

https://www.instagram.com/heritage_home_investments

 

Website: Heritage Home Investments

https://www.heritagehomeinvestments.com/

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459: 19 Rentals In One Year—John's WILD Pivot Story

459: 19 Rentals In One Year—John's WILD Pivot Story

John Figueiredo, Ryan Haywood, David Lecko