Investor’s Guide to Commercial Real Estate

By Jordan

In This Article:
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    In the latest episode of Investors Therapy, Jordan chats with Chip Chapin, a tech employee–turned–investor, about his family’s experience with the Great Depression, selling the family farm, working with commercial real estate, and much more! Stay tuned for the second half of the interview to hear the full breadth of knowledge both men have to offer.

    In this talk, you’ll learn about:

    • Chip’s family’s real estate history
    • How this history influenced his investment decisions
    • How Chip used his mistakes to make future profit
    • The complications within partnerships
    • Insight on leasing and leasing agents
    • Chip’s methodology on how to approach real estate
    • Emotional traps that held Chip back and how to mitigate them
    • And a ton of essential tips on how to become a successful investor!

    Notes from the Talk:

    1:57: Chip’s Career and Investment Background

    5:19: Chip’s Family’s Experience with Real Estate and The Great Depression

    8:35: How to Mitigate Loss of Cash Flow Within Speculative Investments

    10:51: Apartment Investment Issues and Complications

    14:57: Chip’s First Investment Experience

    19:22: Selling at a Loss and the Write Off Benefits 

    23:00: Chip’s Shared Family Farm Experience

    26:26: Managing Property with Multiple Owners 

    30:54: How Partnerships Operate

    32:57: The Trouble with Tenants in Common

    36:36: What Triple Net Means and Examples

    41:01: What is Cap Rate and Examples

    44:28: Benefits and Disadvantages of a Ground Lease

    47:37: Conservative vs Aggressive Ideology Toward Investment

    49:35: How Chip Chose Deals

    53:59: Multiple Tenants vs Single Tenant Deals

    55:59: Importance of a Property Manager

    59:54: How Commercial Leasing Agent and Leasing Works

    1:04:35: How Chip Negotiated Leases

    1:10:42: Emotional Traps: Emotional Checks and Investment Journals 

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