I've been saying this for awhile:
Yes, Jake Paul is getting by on his celebrity rather than his skills, yes he is fighting carefully selected opposition, yes he gets blown out of the water by anyone within sniffing distance of title contention.
BUT, you can't knock his mental strength, dedication and innate athleticism. What he is doing requires a combination of those qualities, in greater measure than 99.9% of people have. What other boxer-influencer has had nearly the same level of success? I deeply respect it. Also, Paul knows his place. He is not delusional to be calling out legit fighters nor does he have any pretensions to be fighting guys like Breidis and Opetaia.
I don't expect him to take on legitimate challenges, because I don't view him as a legitimate fighter--and never will--but as a celebrity-fighter, he brings eyes to the sport and is invigorating careers (see Amanda Serrano).
Fury was a legitimate challenge. They tried to book it right after Woodley, when he was only 2 years into his career. Hasim Rahman Jr came shortly after that.
By all accounts, those were pretty early, risky fights to be taking.
So, I'm not convinced he doesn't want to take on legitimate challenges.
It just comes down to business. There's a lot invested in Jake from a promotional POV.
If he were to fight guys at his level of experience, amateur to early pro, his events would stop making money. None of them have any name value.
He's also not good enough to fight guys with names who are capable of playing the B side of an promotion.
If he keeps improving and staying dedicated though, I wouldn't rule it out. Given that he only has 4 years of competitive, there's a lot of room to grow.
The most money he can possibly make is if he somehow gets to a higher level in boxing and is actually able to take on legitimate guys. That's where the real paydays are.
Business wise, it's the best move for his career for him to try and get there, if he can.
Pro careers are often built up like this as well. It's not as if any of the past or present faces of boxing were taking on tough contenders for their first 15-20 fights.
It's a record padding sport.