

110. Real Estate Advice From 25+ Properties in 3 Years feat. Oscar Setiawan
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In this episode, I sit down with Oscar Setiawan to discuss his journey from corporate tech to restaurant owner to real estate investor. Oscar shares his unique approach to money management and project management in real estate, offering invaluable insights for investors at every stage. We also explore how he scaled a 25+ property portfolio, the financial systems he put in place, and how he’s teaching his children to think like investors. This episode is packed with wisdom on risk management, financing strategies, and the power of financial clarity.
Timestamps:
00:00:00 Intro
00:01:29 Oscar’s journey: From tech to restaurant owner to investor
00:03:45 How to transition from a W2 job to entrepreneurship
00:06:28 The conversation that sparked Oscar’s real estate journey
00:09:15 Why money management is more important than property management
00:11:57 Lessons from refinancing challenges and market shifts
00:16:00 The impact of interest rates and market downturns on real estate portfolios
00:20:15 How Oscar scaled to a 25+ property portfolio with a mix of LTRs, STRs, and MTRs
00:24:45 The mindset shift required to manage multiple properties
00:27:30 How Oscar is building generational wealth and teaching his kids about real estate
00:32:10 Identifying and cutting "bad pumpkins" from your portfolio
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*None of this is meant to be specific investment advice, it's for entertainment purposes only.