Zen and the Art of Real Estate Investing with Jonathan Greene

050: How Regular People Can Do Extraordinary Things in Real Estate with Tim Lyons


What if you could transform your life through real estate investing while still maintaining your day job? That’s exactly what Tim Lyons, Jonathan’s guest this week–co-founder and managing partner of Cityside Capital–accomplished.

In this episode of Zen and the Art of Real Estate Investing, Tim shares his journey from burnt-out W-2 worker with an 18-year tenure as an NYC firefighter to successful real estate investor, landlord, and podcast co-host of the Passive Income Brothers.

Tim emphasizes the importance of understanding your local market and sheds light on how commercial real estate can be less complicated than one-to-four-unit residential properties. He also reveals how he and his brother Greg leveraged their unique backgrounds to build Cityside Capital, a thriving real estate business, and offers advice for aspiring real estate entrepreneurs.

Finally, Tim and Jonathan explore the power of joining a mastermind group or coaching program to gain accountability and support, which propelled Tim’s success and helped him create a lasting family legacy.

In this episode, you will hear:

  • Tim’s journey from burnt-out W2 worker to successful real estate investor, balancing the demands of a firefighting career

  • The importance of understanding the local market and how commercial real estate can be less complicated than residential properties

  • Tim and his brother Greg’s partnership to form Cityside Capital, leveraging their background and experience for success

  • The value of joining a mastermind group or coaching program for accountability, support, and collective knowledge in real estate investing

  • Harnessing the power of learning, doing, and teaching in real estate to propel forward and share knowledge with others

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Supporting Resources:

Tim Lyons’ website –

Cityside Capital on YouTube –

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