To be clear, I'm asking not to lecture, but because my understanding of practical electricity is imperfect, and I want to understand. I get why _you'd_ need to do that, but I don't happen to have manufacturers sending me tools that rotate in and out of my shop on a regular basis. When I put a tool there, it's because (excepting shop reorgs) I expect it to be there until it dies, or I do.
I believe that the logic behind the NEC frowning on permanent extension cords (assuming my memory that they do is correct) is that every time you have a non-hardwired connection, it's possible for it to work loose. If it works loose, you can have arcing, which would be doubly bad if it's in a pile of sawdust in a workshop at the time.
When I redo all my tools 220, I figured I'd need to replace the plugs, anyway, so I'll make the tool cords be the necessary length to not need extension cords. I'd figured this would be safer and neater.
-BAT