Comment by Nevermark

I did that.

It seemed obvious that it was a small gamble for me, a big gamble for my friend, but he was doing all the right things.

VCs don’t waste time with concerns over failed investments.

When you hand over some money, you are accepting the risk.

Including complications, which are likely. Treat the money like a gamble, not the friendship.

I was really glad I did. My friend created a successful business after working toward that with major ups & downs for over ten years.

Then he got cancer, and died a year later. I got no money back. But it was the best investment I ever made. His dream came true and that mattered so much to him. That he pulled it off, and his customers loved him and his business.

Don’t invest in a friend if the investment isn’t about genuinely helping them.

If you can afford to.