I wish I could vote this up ten times! Another scenario is the company getting successfully sued by Bob for damages because his Windows crashed. Most of the ti

I wish I could vote this up ten times! Another scenario is the company getting successfully sued by Bob for damages because his Windows crashed. Most of the time, the "best" possible outcome with these customers is you'll be held responsible for all their IT problems as an unpaid technician, and the worst would be they'll use patience with their entire computing setup and take it all out on you. The odds of Bob-type users damaging or even destroying a small company are vastly greater than anything else that could happen.