Just played through the entire HW1 & 2 and can comfirm only the "Graduated Command School" for HW2 is unlocking but not the "Graduated Cadet School" from HW1, even though I've play through both tutorials a couple of times, still no dice. Now my unlock progress is stuck frustratingly at 97% because of this one bugged out, and it appears not even a single ppl who own the game have gotten the "Graduated Cadet School" unlocked either.. Two suggestions for the gog support to either:
1: fix the bug!
2: remove this achievement so players can get 100%
Sadly as of this day it only serves as an evidence for the gog's work priority since there is STILL no fix 2 years later from the first post.
It was on June 12 2017 when I contacted GOG support. I get my first answer on July 18 and second (final one) on July 24. They confirmed that achievement can't be unlocked and they contacted the game dev for bug fix. I think after that they just hidden it, I guess untill it would be fixed.