Some players are unable to drop money when they die/reset, including myself.
However, I still lose 10-20% of my money when I reset. If I am losing money (any amount), it should drop onto the ground. This can also be a problem for the FBI (or whatever department has the money scanner) because they can’t scan money from a criminal if they do not drop any when they die.
Here’s a clip of it happening to me. Nothing shows up in the game logs. As you can see, I went down from $102 to $82 and dropped nothing.
I don’t think I have ever dropped money, no matter where I am at. Also, some people do drop money at CD and at the spawn. For some reason, this bug only happens to some people and not others.