meta_pixel
Tapesearch Logo
Jake and Gino Multifamily Investing Entrepreneurs

How to Crush Real Estate at 30: Lessons from a Cleveland Powerhouse | Movers and Shakers Podcast

Jake and Gino Multifamily Investing Entrepreneurs

Jake & Gino

Buyingapartmentbuildings, Investingsmart, Multifamilyrealestateinvesting, Business, Smartinvesting, Jakeandgino, Apartmentinvesting, Investing, Commercialrealestateinvesting, Makingmoney, Buyingrealestate, Realestateinvestment, Wheelbarrowprofits, Realestateinvesting, Cashflow

5831 Ratings

🗓️ 3 January 2025

⏱️ 34 minutes

🧾️ Download transcript

Summary

In this episode, Gino Barbaro sits down with Michael Orlando, a real estate powerhouse who’s gone from his first multifamily deal at 26 to a portfolio of 300+ apartment units and single-family homes—all while navigating the dynamic real estate market. Michael shares insights from his journey, the lessons he’s learned, and the mindset that has driven his success.

Transcript

Click on a timestamp to play from that location

0:00.0

Hello and welcome. My name is Gino Barberto, one of the co-founders of Jake In Geno.

0:13.0

And in this Movers and Shakers, we have Michael Orlando back on the show. Since joining Jake and

0:18.7

Gino in 2019, it's been a while. Michael has closed

0:22.2

multiple apartment JV syndications and built a portfolio of single and small multifamily rentals,

0:27.9

primarily serving Section 8 tenants, and he's only 30 years old. Now, when I said he was 30,

0:33.7

he's like, man, I'm getting old. Bro, you're still a young, young lad.

0:42.0

As a specialized real estate agent in Northeastern Ohio, he helps clients with everything from duplexes to 50 plus units, apartment complexes.

0:45.9

Welcome back to the show, Michael.

0:47.7

How are we doing, brother?

0:49.1

Doing very, very well.

0:50.1

I appreciate you having me back on and looking forward to reconnecting here and hoping I can help some people out.

0:56.0

Michael, when you join, you're only 26 years old. I remember you joining and you're like, I'm leaving my job. I'm going into multifamily. I'm like, I like this guy. I don't know how he's going to do it. He's only 26 because every time I talk to someone who's young, they've always got excuses. I'm too young.

1:12.6

I don't have experience.

1:21.9

Walk me back to that time when you decided multifamily and real estate was your gig and you're sick of the whole startup route and the whole corporate route.

1:23.4

Absolutely.

1:26.9

Yeah, I mean, it definitely still was not an easy decision for sure. You know, how it went for me was basically we found a small apartment deal. I was working full time at a nine to five and always wanted to do my own thing. And basically we ended up buying this, you know, 22 unit building. It was my partner and I's first joint venture type deal. And once we bought it, you know,

1:46.4

I just kind of like a lot of people kind of caught the bug and saw the power of kind of what we

1:50.9

were doing. And, you know, maybe prematurely some would say, just left my job and was like, I just

1:57.7

want to focus on this full time and knew that I could spend a lot more time finding deals and, you know, working on that business if I, if I had some

2:05.4

additional time my day. So it was a bit of a leap of faith, like not, you know, I wouldn't

2:10.3

recommend it to everyone that quickly necessarily, but, you know, I was, I was eager so I couldn't

2:15.9

help myself. So what Michael is saying is if you're

...

Transcript will be available on the free plan in -83 days. Upgrade to see the full transcript now.

Disclaimer: The podcast and artwork embedded on this page are from Jake & Gino, and are the property of its owner and not affiliated with or endorsed by Tapesearch.

Generated transcripts are the property of Jake & Gino and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.

Copyright © Tapesearch 2025.