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Real Estate Investing Made Predictable: Financial Freedom With Tech | Jake & Gino Podcast

Real estate investing has long been seen as a path to passive income and financial freedom, but for many investors, property management headaches hold them back. In this episode of the Jake & Gino Podcast, we sit down with Daniel Shaked, CEO of Home365, a leading proptech company revolutionizing the way investors manage properties.

Real estate investing has long been seen as a path to passive income and financial freedom, but for many investors, property management headaches hold them back. In this episode of the Jake & Gino Podcast, we sit down with Daniel Shaked, CEO of Home365, a leading proptech company revolutionizing the way investors manage properties.

Daniel reveals why traditional property management is broken—and how technology, automation, and data-driven underwriting are creating a predictable, scalable way to build long-term wealth. We cover the #1 mistake real estate investors make, why property managers struggle to stay profitable, and how automation can protect your cash flow by eliminating volatility in repairs, vacancies, and delinquencies.

Connect with Daniel Shaked:

  • Email: daniel@home365.co 
  • Website: home365.co
  • LinkedIn: Daniel Shaked

 

Chapters:

  • 00:00:02 – Introduction  
  • 00:06:39 – How regulations stifle real estate innovation  
  • 00:13:38 – The two pillars of Home365’s disruptive model  
  • 00:17:01 – Making real estate truly passive for investors  
  • 00:29:40 – Using AI and automation to solve maintenance challenges  
  • 00:38:53 – Transparency, trust, and investor relationships  
  • 00:49:55 – Lessons from scaling across multiple states  
  • 00:56:03 – Gino Wraps it Up

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