My wife had been cutting my hair for several years, doing the taper cut thing, and surprised me one time with a no-guard buzz. I kept it short for several years and was extremely hesitant to go full sly. That last 1/16th seemed like such a big step.
People were so used to seeing me with the short hair, that when I finally shaved it off, in spite of all my imaginings, it turned out to be a real non-event. My wife, who was against it at first, said that it "wasn't all THAT bad". My mother said I looked "cute", and other than that, nobody said anything at all about it.
On the plus side, a smooth shave feels really good, and the bald jokes and comments stopped completely.
I think that although it seems like a big thing, you're almost there, and that last little bit isn't as big a deal as it seems now.