The First Foray Into Real Estate?

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In 2006, he bought a house in Chicago for $360,000 and sold it for $40,000. That was his first foray into real estate investing. He then started buying rental property to make more money. "The beauty of the cash flow has always been my guide," he says.

Patrick Donley talks with Jeff Higgins about building a self-managed portfolio, managing remote rentals, and his learnings from being a men’s success coach.

Jeff is a real estate investor with a portfolio of 87 units — 57 in Massachusetts and 30 in Florida. He self-manages his properties and is also a licensed broker in both states. He also works as a men’s success coach for the Fraternity of Excellence, where he helps men find their inner strength and counsels them on their finances.

IN THIS EPISODE, YOU’LL LEARN:

00:00 - Intro

05:15 - How Jeff became involved with the Fraternity of Excellence and men’s success coaching.

07:27 - What his inspiration to invest in real estate was.

16:41 - What entering the Florida market has been like.

27:43 - How he trained his handyman to handle property management.

29:02 - Why he prefers Section 8 rentals.

35:01 - How he self-manages 87 properties in two different states.

42:25 - Why the poem “If” by Rudyard Kipling is his favorite poem to learn to be mentally strong.

52:54 - What the most common mental barriers holding people back are.

And much, much more!

*Disclaimer: Slight timestamp discrepancies may occur due to podcast platform differences.

BOOKS AND RESOURCES

Join the exclusive TIP Mastermind Community to engage in meaningful stock investing discussions with Kyle and the other community members.
Robert’s book The Everything Guide to House Hacking.
Rich Dad Poor Dad by Robert Kiyosaki.
Richer, Wiser, Happier by William Green.
The Confident Mind by Dr. Nate Zinsser.
How I Turned $1000 into Five Million in Real Estate by William Nickerson.
How to Make Money in Stocks by William O’Neil.
Fraternity of Excellence.
If by Rudyard Kipling.

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