That would usually be the case but it isn't for Askren. He's been fighting for a long time and his striking has never improved. Jake Paul will win this easily and it'll just make mma look bad. At this point I don't think Askren cares and just wants to get paid, he is going to be remembered for 2 very bad KO losses - the one from Masvidal, and the one from Jake.
If he really cared about his career he wouldn't take this fight. Him accepting it with his striking ability tells me everything I need to know about this fight and it's purely a money grab for him. He himself knows he most likely will lose badly. He is ok with mma community getting publicly trashed after this fight.