How do you get over a demoralizing mistake?

Posted by MyDogAteTheMainframe@reddit | sysadmin | View on Reddit | 106 comments

I'm a solo IT guy in a team of about 30. I ran the helpdesk for 4 years while my boss steadily increased my responsibilities and access, then in September he moved on to a different institution and handed me the keys to the kingdom. It was an intimidating transition but overall has been a great learning experience.

Yesterday I got called into a meeting to help a new C-level consultant set up printing. He had a managed computer so wasn't able to install our printing software, so I told him to send the pdf to one of my coworkers in the meeting, and he asked instead if we could just print via USB. I thought it was a silly alternative, but I wanted to be agreeable so I said sure. We walk up to the printer, stick his usb drive in, and the printer asks to format it for printing. I didn't think twice about it, hit ok, told him he'd have to put the file back on it, and only then thought to ask if there was anything else on the drive. Turns out it's a 200gb usb drive almost full with personal files including academic work and family photos. I immediately pulled the drive, but the damage was done.

The guy was super shook up about it, and I felt like shit. It's been a full day and the whole thing keeps replaying in my head every 20 minutes. I keep cycling between the fact that I knew it was a bad idea to begin with, but then resignation to doing it the that way made me careless and I didn't cover my bases. I guess the big thing that gets me is that my record was flawless up till yesterday, and now my first mistake is with a VIP visitor who's likely going to have a long term relationship with the company, and the whole C-suite basically had a front row seat.