@Big_BoiI_77 Had this issue last time trying to get Rose, now with Coleman. After every fight this time I looked under the Punch Card area and it would tell me "1/5 heavyweight fights completed" and so on till it lit up green and said I completed it. Well I didn't get any reward for that and when I went to the challenge area it says I only have 2/5 done.
I would bet money that this is a "bug" that they keep around because enough people get annoyed with how bad their game works and just skips the challenge with real money.
Greed is a disgusting thing and unfortunately the root of all our problems, even in video games.