How to Crush Real Estate at 30: Lessons from a Cleveland Powerhouse | Movers and Shakers Podcast
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.
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.
Topics Covered:
- How Michael started his real estate journey with a 22-unit apartment deal at 26.
- The importance of buying right, managing right, and financing right.
- Transitioning from syndications to single-family rentals with the 2% rule.
- Leveraging a real estate brokerage for cash flow and market expertise.
- Balancing risk, rewards, and evolving market strategies.
Connect with Michael Orlando:
- Email: michael@premierclevelandinvesting.com
- Facebook: Michael Orlando
Chapters:
0:00 – Introduction to Movers and Shakers
0:06 – Meet Michael Orlando and his real estate journey
0:54 – Taking the leap from corporate to multifamily investing
2:48 – Michael’s first 22-unit deal: Off-market strategies and lessons learned
4:36 – The importance of buying, managing, and financing right
6:29 – How Michael transitioned into a real estate brokerage
8:54 – Cold calling, grinding, and building a real estate business
12:35 – Leveraging syndications and single-family rentals for cash flow
16:41 – Adapting strategies during competitive market cycles
20:24 – Knowing your goals and building a business around them
26:13 – Mistakes to avoid when starting in real estate
31:29 – Michael’s advice for new real estate investors
33:40 – Closing thoughts and gratitude