Now that Jake realizes he can't really win with a real boxer, it may take the time or he will not do it anymore. There is just no money from it. I think Jake has something to pay to Tommy yet, they did have a deal but of course, he may not honor it.
Old boxers I think could be his option, someone that is popular and in their early 50s and almost infirm to secure the win but fighting against retired MMAs is a money maker for him.
He could pick old but still active fighters who has victories over boxing legends. Like
Danny Williams for example. Look at his record. Last 5-10 years he is like a punching bag, or promotions bring him on slaughter for their local boxing stars (look at locations were he fought). But, if we examine his record close, we might find a name of Mike Tyson there. Many promotions speculate on that. When they announce Danny or make ads, they stress on that he is among not many who beat Mike Tyson. It will sound cool, Jake Paul vs "a boxer who knocked out Mike Tyson".