Your Startup Can Be Wrecked By a Single Investor

Most investors are good. Some aren’t great. A few are ticking time bombs.

Joe Procopio
4 min readAug 25, 2021

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Photo by krakenimages on Unsplash

In this week’s issue of Teaching Startup (#70), I answered a question from an entrepreneur about whether or not to walk away from an investment deal that was becoming more of a hindrance than a help.

As a rule, I don’t tell entrepreneurs whether or not to seek outside investment or who to take money from. But I can tell you that there are two schools of thought about taking investor money, and without nuance, they’re both bad advice.

That’s what I want to get into in this post.

Outside investment is neither “good” nor “bad”

The two schools of thought I’m referring to are that outside investment can either be:

  1. Good, or
  2. Bad

On a case-by-case basis, neither generalization is true.

In a vacuum and without context, I usually come down on the side that a founder should never take outside investment unless it’s the only alternative remaining to bring on the minimum necessary resources to achieve an almost-certain next level of growth.

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Joe Procopio

I'm a multi-exit, multi-failure entrepreneur. AI pioneer. Technologist. Innovator. I write at Inc.com and BuiltIn.com. More about me at joeprocopio.com