Zen and the Art of Real Estate Investing

258: Helping Investors Build Wealth Through Multifamily Real Estate with Andrew Cushman


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In today's episode of Zen and the Art of Real Estate Investing, Jonathan interviews Andrew Cushman, founder of Vantage Point Acquisitions, to explore the evolution of his investing career and how he helps others build wealth through multifamily real estate. After leaving a stable career in chemical engineering in 2007, Andrew made a bold leap into house flipping and eventually multifamily investing, where he has now syndicated or repositioned over 3,000 units.

Andrew explains why flipping quickly became unsustainable for him and his wife, and how they transitioned into multifamily with the help of a mentor. His first apartment deal was a 92-unit building, and although it was far from easy, that launch laid the groundwork for the portfolio and investor network he manages today. With an approach rooted in long-term thinking, strategic geographic focus, and patient underwriting, Andrew shares how his firm continues to navigate uncertain markets without sacrificing performance or investor trust.

Jonathan and Andrew cover factors in evaluating multifamily deals, like tenant demographics, hold timelines, and operator experience, and why many of the syndication struggles happening now can be traced to poor management and unrealistic expectations. They discuss the importance of investor education, the illusion of passive income, and the mindset shifts that make syndications work.

This conversation underscores the importance of a disciplined approach to underwriting, market selection, and investor relations in driving sustainable growth, even during unpredictable economic cycles. For anyone considering multifamily investing, whether actively or passively, Andrew offers a realistic and clear-headed perspective on what it takes to succeed.

In this episode, you will hear:

  • Andrew's path from chemical engineer to multifamily operator

  • Lessons from scaling a portfolio beyond 3,000 units

  • The value of mentorship in launching a real estate career

  • What separates reliable operators from risky ones

  • Ways investor communication supports long-term trust

  • Red flags that emerged in syndications post-2020

  • How regional focus contributes to stronger performance

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Supporting Resources:

Vantage Point Acquisitions website - www.vpacq.com

Vantage Point Acquisitions podcast - www.youtube.com/playlist?list=PL_QgwfTrg4xnXjYv_sp4k7OP6eHuraqp3

Connect with Andrew Cushman on LinkedIn - www.linkedin.com/in/andrewcushmanvpa

Website - www.streamlined.properties

YouTube - www.youtube.com/c/JonathanGreeneRE/videos

Instagram - www.instagram.com/trustgreene

Instagram - www.instagram.com/streamlinedproperties

TikTok - www.tiktok.com/@trustgreene

Zillow - www.zillow.com/profile/StreamlinedReal

Bigger Pockets - www.biggerpockets.com/users/TrustGreene

Facebook - www.facebook.com/streamlinedproperties

Email - [email protected]

Episode Credits

If you like this podcast and are thinking of creating your own, consider talking to my producer, Emerald City Productions. They helped me grow and produce the podcast you are listening to right now. Find out more at https://emeraldcitypro.com Let them know we sent you.

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Zen and the Art of Real Estate InvestingBy Jonathan Greene

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