I'm not entirely sure this belongs in Forum Games but it does seem like a good fit so I moved it to this forum.
As for my dumbest wiki moments well two of them immediately come to mind.
My first one was I believe just after I became a chat moderator, and I wanted to get into editing. So I checked the wiki activity and some episode got renamed "The Princess (or something to that matter)" and had all this fanon stuff and for a second I thought it was a new page so I tagged it for deletion. And then afterwards I realized that it was an old episode that was just renamed so I manually fixed that but I believe it didn't remove the category so I had to manually do that as well. I didn't actually fix any of the vandalism so I had to pull up an old copy of the page and just manually fix it, and after like 3 edits of durdling later I eventually got the job done. Keep in mind I didn't know what the "undo" button was.
My second highlight was when I became admin this was around the time that Jelly Otter was at his all time peak in terms of his activity and he had to be very frequently blocked. So if I recall this was around in the morning so I was still kind of a bedhead at this time, and I can't recall the context but I remember seeing a Jelly Otter account that was suspended from chat by 202nd Skywalker. So I go to do my business blocking him and right as I hit confirm I realized that I accidentally blocked 202nd Skywalker rather than Jelly Otter. I did the typical thing after, banning Jelly Otter and undoing the block onto Sky and I figured that would be that. But an hour later on the chat someone comes in (I'm at least 90% sure it was Mario & Luigi) and tells me that Skywalker is on the Community Central chat and that he's having problems logging into the wiki due to the block. Apparently I had to do something with like the block log, I can't recall the specific details. But needless to say it was a pretty dumb mistake that thankfully didn't end too badly.
As for another mini dumb moment I had was when I tried to edit my message wall greeting I accidentally made a thread on my wall instead.
I'm pretty sure there was a point in time (Might have been when I tried to get the Christmas Background?) where I tried to edit the wikia css or something similar to that nature like 10 times in a row and then I hit "rollback" as a shortcut to fix a mistake which ended up undoing a ton of my old edits (name color admin tag and everything).
Those are what immediately come to my mind, I'll see if I can't think of more later.