None of us are perfect, and day after day we make mistakes. A lot of our mistakes don’t really impact us or have any long-term repercussions. We shrug, maybe give our heads a shake and move on.

Then there are those other mistakes. Crippling mistakes that will haunt us for a long time—often because we’re paying for them for a long time. Maybe emotionally, but definitely monetarily.

Here are 50 examples of extremely expensive mistakes people have made. Some are out of sheer stupidity, and the cost is well deserved. Others are just people who made the wrong choice at the wrong time.