EPISODE · Mar 7, 2025 · 50 MIN
From Agent to Investor: Ari’s Journey to Owning Real Estate
from All Things Real Estate with Ari Wintraub · host Ari Wintraub
How do you transition from selling real estate to building a personal investment portfolio? In this episode, I sit down with Thomas Lord, my right-hand man, to share my journey from getting licensed in 2014 to growing a 36-unit portfolio while managing a full-time real estate brokerage.Learn how I:- Went from a new agent in 2014 to real estate investor by 2016- Used Airbnb & house hacking to start generating income- Scaled from a single-family home to multifamily investing- Navigated California’s rent control & property management challenges- Balanced selling homes, managing tenants, and expanding my portfolioThis episode dives into my real estate journey, key lessons, and investment strategies that helped me build a long-term business in one of the most competitive markets in the U.S.
What this episode covers
How do you transition from selling real estate to building a personal investment portfolio? In this episode, I sit down with Thomas Lord, my right-hand man, to share my journey from getting licensed in 2014 to growing a 36-unit portfolio while managing a full-time real estate brokerage.Learn how I:- Went from a new agent in 2014 to real estate investor by 2016- Used Airbnb & house hacking to start generating income- Scaled from a single-family home to multifamily investing- Navigated California’s rent control & property management challenges- Balanced selling homes, managing tenants, and expanding my portfolioThis episode dives into my real estate journey, key lessons, and investment strategies that helped me build a long-term business in one of the most competitive markets in the U.S.
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From Agent to Investor: Ari’s Journey to Owning Real Estate
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