The Alternative Investing Almanac with Denis Shapiro

What are alternative ways to actively and passively invest?  In today’s episode, we’re going to dive into them!  Denis Shapiro began investing in real estate in 2012.  He has progressed to investing in active and passive deals across various asset types and classes.  Denis has invested in note funds, promissory notes, mobile home parks, affordable housing rentals, industrial space, short-term vacation rentals, crowdfunding platforms, and luxury apartment communities.  Graduating from Baruch College, Denis began working for the United States government, it was a job he probably performed for over a decade.  In his various roles in the government, served as a liaison to the public and served in various state agencies.  Working for such a large institution provided him with a unique view of the importance of portfolio allocation and management.

[00:01][03:52] Opening Segment

  • Let’s get to know today’s guest, Denis Shapiro
  • Beginning with stocks and bonds in high school
  • Denis shares how he got into active and passive investing

[03:53][15:02] The Alternative Investing Almanac

  • Bringing Appreciation and Income in Denis’ Portfolio
    • “I started loving commercial real estate.”
  • Three Keys to Scale Your Alternative Assets
  • Why You Should Learn Underwriting
  • All About Investment Clubs

[15:03][28:20] Investing Clubs and Funding

  • Denis talks about their roles in his investment club
  • Launching an income fund
  • Raising money for a multi-asset fund without a brand
  • What’s the FIRE Movement?
  • Denis talks about his book The Alternative Investment Almanac

[28:21][31:45] Final Four Segment

  • What Denis would invest in with only $20,000 
    • Joint Venture
  • How Denis would help in a real estate mistake
    • Buying in a low income area
  • Denis’s way to make the world a better place
    • Investing in commercial real estate
  • Reach out to our guest – see links below 
  • Final words

Resources Mentioned

Tweetable Quotes

“When you start thinking of it as an end situation and not that ‘I have to sell this in order to get this,’ you’ll be surprised [that] there’s a lot of actual options out there where you don’t actually have to sell.  You could collaterize.” – Denis Shapiro

“It’s a huge challenge as an investor to have a present mentality.” – Denis Shapiro

“There’s this world out there that can be a huge tool in their own portfolios.” – Denis Shapiro

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Connect with Denis Shapiro through denis@sihcapitalgroup.com and LinkedIn.  Visit his website https://sihcapitalgroup.com/ and grab your copy of The Alternative Investment Almanac.


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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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