That looks to me like your crowing file isn't wide enough for the frets. I'm looking at the end profile of the fret that has tape on both sides, and I can see a groove on the left hand side.
I find fret work the scariest part of this business. On my last build, I also had a first fret that was a little lower than the other because of a slight bow at the end of the neck. I ended up levelling them all to match, by which time the flats on the fret tops were quite wide and obvious. In other words, I think you can take quite a lot off without ruining the neck.







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