Could This Be The BEST Real Estate Strategy TODAY???
One Rental At A Time
October 5, 2026
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Speakers Michael Zuber, Greg Dickerson
SPEAKER_1 (0:00)
College football is back, so Hilton called on me, the superstition concierge, to make your fan rituals a reality. Need a room to match your lucky number? We got you. Wanna make sure our team doesn't wash your lucky jersey? Ooh, that smells lucky.
Hilton's unmatched hospitality can keep up with any superstition. Even a marching band wake up call at 555 in 55 seconds.
SPEAKER_2 (0:21)
Hit it!
SPEAKER_1 (0:23)
When you need a team that will do whatever it takes on game day, it matters where you stay. Hilton, for the stay.
SPEAKER_2 (0:31)
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Michael Zuber (0:57)
All righty, folks, as promised earlier in the week, Mr. Greg Dickerson is back. If you're new to the channel, you may not know who Greg is, but we will fix that momentarily. If you are an OG, you know that Greg was a weekly contributor for at least three years, if not four. And he just got so busy, he couldn't do it anymore. But you guys asked what's up with Greg. So here he is. How are you doing, man?
Greg Dickerson (1:21)
I am back and on the road as usual.
Michael Zuber (1:24)
Yeah, it's funny.
I remember us doing this and you taking special care to make sure you could always make the scheduled time, which often meant you would pull over mid route somewhere, and you're doing it again. So thank you very much for that. It always meant a lot that it was important to you, and it obviously meant a lot to the audience as well.
Greg Dickerson (1:43)
Yeah, that's what I do, man. I'm always out and about, so yeah, I just pull over and hop on the phone, get on the computer, whatever it is.
Michael Zuber (1:50)
There you go. Well, again, you're about twice the size, I think, from when you were last on regularly. Well, let's do the truck in a toolbox, kind of give your origin story. I'm actually going to go back and repost our first interview ever this weekend, but why don't you give a quick two or three minutes on what I call, Greg, the truck in the toolbox story?
Greg Dickerson (2:12)
Yeah, that's funny. Somebody asked me about that the other day, and I sent them that video, and I was looking at it, and that was, I think, five years ago when we did that one.
Michael Zuber (2:20)
Yeah, it might have been seven. Yeah, it's been a while.
Greg Dickerson (2:22)
Yeah, it's been a while. So, you know, anyways, long story short, natural born entrepreneur, you know, I was the little kid that would go around the neighborhood, knock on your door, boom, boom, boom, hey, I'm Greg, I live down the street, I need to make some money, I'll cut your grass, I'll rake your yard, I'll wash your car, I'll walk your dog, watch your kids, whatever you need, I can do it, right? So that's kind of the nature that I grew up with is if I needed something, I needed to figure out a way to generate the funds to go get it, right? And I was kind of taught that by my dad, he was career military, my mom was career insurance, a Blue Cross Blue Shield, so no entrepreneurs in my family at all. They were all career oriented. And I'm just the opposite, right? I didn't want to have a career somewhere. I wanted to be an entrepreneur, I wanted a carbon path, so I didn't go to high school. I mean, I didn't go to college. I went to high school.
After graduation, I joined the Navy, right out of high school, did four years, got out and then worked a few jobs here and there. But I always had a little side business. Usually, I was in restaurants as a job, and then I would do some sort of construction on the side. Or I would do construction as a job, and I'd be doing restaurants on the side, something like that. So it kind of always worked that way. But I always had a little side business. And that side business could have been cleaning up on job sites, it could have been doing handyman stuff, or building small decks and fences, those types of things until 1997, when I moved to the Outer Banks of North Carolina, moved there to open restaurants. I was in the restaurant industry at the time, managing restaurants, and I had a little handyman business on the side. So I moved there, I was going to open restaurants, and kind of do my thing. And after the first season, I decided I did not want to do restaurants, I wanted to get into construction. And for those that were around, 1997 was the beginning of the boom, right? It was just right place, right time. There was hardly any labor, you could hardly get anybody to do anything.
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