I started a small real estate business and asked my friend of 15 years to invest with me. He did sight unseen because he was a friend. I didn't know what I was doing. I made some horrible rookie mistakes. Even though we were suppose to be partners, I voluntarily took the hit on the loss and made him whole so he didn't lose any money. Our friendship was more than worth the loss. He trusted me and keeping our friendship was worth every penny.