Thank you everyone. I read the comments here and decided to try again.
I uninstalled and reinstalled everything today, made sure deDRM had my kindle key, then it worked. Im not sure what I did wrong the other 10 times deDRM had a key on previous attempts, but maybe it wasn't there when I first tried to import the book?
M1 Mac
MacOS v12.6
Calibre v5.44?
deDRM v10.0.3
kindle4mac v 1.30
question mark on Calibre version because I had 3 versions installed. I am pretty sure I imported the .azw into v5.44
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