Nothing very bad. Many more successes than losses.

Owned 5 or so equities over my life that went completely belly up - $0 residual value.

Bought a house once for $110K and sold it 12 years later for $124K. That is some bad performance for a home value but I didn't actually lose.

Probably the worst was I stayed in a job that I hated and was underpaid there for too long. I was getting interviews and trying to get out of it but didn't. Eventually circumstances changed and the job became much better.