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I got almost all of Jonathan's sub-weapons to level 9 on Normal mode versus Menace because I read a post on here a long time ago and asked if it mattered. It took about 3 hours to get each sub-weapon from 8-9 on Normal Mode. It only takes about a half an hour on Hard.
You can't imagine how stupid I feel for maxing those subs on Normal when clearly Hard is the way to go. It only took me a few hours to max Simon.
So yeah, it takes a long time, but you can still raise your level on Normal all the way to 9.
"Fat, drunk, and stupid is no way to go through life son"