My most embarrassing one is likely when I took down our monitoring software when I was co-oping in college. I was building a new site and needed to add it to our monitoring, but I actually just broke the entire thing. I was petrified and didn't know what to do.
When I told me manager, he assured me that wouldn't let me actually configure the production monitoring system - I was after all still just co-op. ) I had been using the stage environment one the whole time. We figured out the problem and got our tools up and running again.
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