What have been your worst investments?

[Larry Flanagan]

My worst loss was $100,000 trading foreign exchange. I made $100,000 one year then lost $200,000 the next.

My worst real estate deal I lost about $25,000 on. Paid too much, rented to dirt bag tenant for way too long, cost me a ton to rehab after I got rid of him, and sold it for a lot less than I projected.