Zen and the Art of Real Estate Investing with Jonathan Greene

083: Making Real Estate Investing as Simple as Possible with Ali Boone


It’s easy to complicate real estate–especially if you’re getting advice from multiple sources. But the truth is that it can be straightforward when you have the right processes in place and understand some fundamentals.

On this episode of Zen and the Art of Real Estate Investing, Jonathan welcomes guest Ali Boone. Ali is the founder of Hipster Investments, which she established after leaving a career as an aerospace engineer. Ali is also the author of NOT Your How-To Guide to Real Estate Investing: Life Lessons on Hacking Your Mind Before You Hack Your Wallet, as well as a real estate coach.

Jonathan and Ali explore how she shifted from a promising aerospace engineering career into real estate investing, discuss her first intentional investment that cost her $40,000, and what it means to have an investor mindset. They also cover why it’s crucial to understand some basic tenets of real estate before diving into it headfirst, how Ali’s mentor helped her find success, and why she focuses on turnkey properties. Finally, she addresses the ways that you can mitigate risk and avoid losing a lot of money on your investments.

Ali Boone has an infectious enthusiasm for investing, and her thoughts on avoiding big losses make this episode a must-listen.

In this episode, you will hear:

  • Ali Boone’s corporate job as an aerospace engineer and how her desire to get out of the corporate rat race led her to a career in real estate

  • Her first intentional real estate investment in Nicaragua and why she lost $40,000 on it

  • The investor mindset and its particular importance in buying right now

  • Why you should go into real estate investing for the long haul and understand that you should never make an investment you can’t afford to lose

  • What it means to have an asset mindset and take the time to learn the basics

  • The five ways rental properties can increase

  • The two ways holding properties over time contribute to wealth-building

  • Ali’s first mentor, why recommends finding a mentor, and what to look for in one

  • The various ways to create an investing career and why every person does it differently

  • The pros and cons of turnkey properties as an investment portal

  • Where Ali focuses her turnkey purchases

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Supporting Resources:

Hipster Investments –

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Ali on Facebook –

Ali’s Instagram account –

Connect with Ali on LinkedIn –

Get a FREE digital copy of Ali’s book –

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Zillow –

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