Teams, Operators and Passive Investing with Spencer Hilligoss

When is the best time to scale your business?  In today’s episode, we’re going to dive into them!  Spencer Hilligoss is the CEO and Co-Founder of Madison Investing, a real estate investment firm specializing in real estate syndications and private equity funds focused on self-storage, multifamily, and niche asset classes.  As a passive investor and active syndicator, he understands the unique challenges that busy professionals face when starting out their real estate investing journey.  Spencer’s mission is to arm investors with the know-how they need to make confident investment decisions tailored to their individual life goals. 

[00:01][04:49] Opening Segment

  • Let’s get to know today’s guest, Spencer Hilligoss
  • A Labor of Love Story and Madison Investing
  • Growing up with a real estate background

[04:50][15:09] Teams, Operators and Passive Investing

  • How to Scale a Business with a Full-Time Job
    • How to Make Great Decisions
  • Madison Investing Now
    • Spencer talks about private investing
    • Working with all kinds of people
    • Grow at all costs
  • Quality comes first. 

[15:10][24:18] Financial Offense and Defense

  • Why You Should Create a Fund
  • When and Why You Should Put Financial Offense and Defense into Action
  •  Spencer talks about not using a registered agent route with partners

[24:19][28:18] Final Four Segment

  • What Spencer would invest in with only $20,000 
    • Investing in something active such as a flip with a mentor
  • How Spencer would help in a real estate mistake
    • Being trigger happy in making investment decisions
  • Spencer’s way to make the world a better place
    • Encouraging investors and coaching
  • Reach out to our guest – see links below 
  • Final words


Tweetable Quotes

“You have to make good decisions quickly and do it over and over every single day.” – Spencer Hilligoss

“If you’re going to do something, you’ve got to do it well.” – Spencer Hilligoss

“There will always be more deals.” – Spencer Hilligoss

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Connect with Spencer Hilligoss through spencer@madisoninvesting.com and LinkedIn.  Visit his website http://www.madisoninvesting.com and get the best advice for your greatest deals.


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I love helping others place money outside of traditional investments that both diversify a strategy and provide solid predictable returns.  

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Email me → sam@brickeninvestmentgroup.com 

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