I know a man near San Diego who started a business and borrowed from friends and family. The business didn't take off like he wanted and he got very depressed- feeling like he had let down all of those friends and especially family. He took his life shortly afterwards which was obviously the last thing any of us would've ever wanted.

Make sure that those who invest understand what kind of a risk it is. If you ever catch yourself saying to someone close that you don't see how it could fail, or offering a huge rate of return and yet saying that it will almost definitely be successful- then you yourself do not understand the risk and probably should probably take a reality pill. Oh, also, if you ever find yourself accepting an investment from (usually a family member) someone who will absolutely need that money back in 6 months or else their standard of living will be adversely affected- you're doing something wrong- you are not managing risk as you should.