EPISODE · Jun 22, 2026 · 3 MIN
SS281: What I’d Do Differently on My First Multifamily Deal
from Global Investors: Investing in U.S. Real Estate · host Charles Carillo
In this Strategy Saturday episode, Charles Carillo looks back at his first multifamily deal — a 3-family property he purchased in 2006 — and shares the costly mistakes he made, what he learned from them, and what he would do differently today. Charles explains why his first property renovation was more work than expected, why not having a clear renovation plan created unnecessary stress, and how better planning could have made the entire deal easier to manage. In this episode, Charles discusses: • Buying a heavy value-add property as a first deal • Why a clear renovation plan matters before closing • The importance of hiring the right contractor • Why every rental property needs a long-term business plan • How delayed CapEx projects can create problems later • Why market timing matters when buying multifamily real estate Buying your first rental property is one of the best learning experiences in real estate investing, but it can also be one of the most challenging. This episode will help new investors avoid common beginner mistakes and approach their first multifamily property with more clarity and preparation. Links Referenced in Episode: SS116: How to Minimize Risk When Buying Your First Rental Property - https://youtu.be/kp7wbc5HsrM Connect with the Global Investors Show, Charles Carillo and Harborside Partners: ◾ Setup a FREE 30 Minute Strategy Call with Charles: http://ScheduleCharles.com ◾ Learn How To Invest In Real Estate: https://www.SyndicationSuperstars.com/ ◾ FREE Passive Investing Guide: http://www.HSPguide.com ◾ Join Our Weekly Email Newsletter: http://www.HSPsignup.com ◾ Passively Invest in Real Estate: http://www.InvestHSP.com ◾ Global Investors Web Page: http://GlobalInvestorsPodcast.com/
What this episode covers
Charles Carillo shares the five biggest mistakes he made when buying his first multifamily property, a 3-family house purchased in 2006, and explains what he would do differently if he were buying his first rental property again.
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SS281: What I’d Do Differently on My First Multifamily Deal
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