Kind of reminds me... when I was a kid I used to title songs with things that had nothing to do with the songs. Years later, I'm going through recordings of the band and I'm trying to remember these song titles that have no cues from the lyrics.
Here's the problem I see with just taking a crowning file to the problem frets. The flat frets are going to be ones that are most used, and further lowering them by crowning (without addressing the other frets) is going to cause major buzz/fret-out issues. Crowning is usually one of the last steps after leveling all the frets together. If you are having any issues with buzzing that string height or truss rod adjustments can't take care of, it would probably be best to have a tech do a fret level and dress. Those jumbos are big enough that you should get a couple fret jobs out of them before they're toast.
If you want giant frets that keep their shape better, consider having a tech swap them out for jumbo stainless. They'll maintain their shape better, but it isn't exactly cheap.