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.

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

We're here to help create multifamily entrepreneurs... Here's how: Brand New? Start Here: https://jakeandgino.mykajabi.com/free-wheelbarrowprofits Want To Get Into Multifamily Real Estate Or Scale Your Current Portfolio Faster? Apply to join our PREMIER MULTIFAMILY INVESTING COMMUNITY & MENTORSHIP PROGRAM. (*Note: Our community is not for beginner investors) 👉https://jakeandgino.com/apply About Jake & Gino Jake & Gino are multifamily investors, operators, and mentors who have created a vertically integrated real estate company. They control over $250M in assets under management. They have created the Jake & Gino Premier Multifamily Community to teach others a simple three-step framework for investing in multifamily real estate. Connect with Jake & Gino on the social media platform you are most active on: https://jakeandgino.com/link-tree/

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