Top 50 was difficult, Top 100 will be way too mentally taxing at the moment.
Disclaimer: I don't claim to be an expert whatsoever, and as I learn more about boxing I'd most likely change this in the future. ALSO, this didn't take me that long so I might realise certain things and want to change up. Here goes:
My PERSONAL top 50:
Greb (if brought up in the same generation as Monzon, he'd lose)
Walker (probably the most interesting resume, especially the weight lol)
Ambers (unsure but hey)
Wilde (I don't actually know much about him tbh)
Dempsey (yes, that's right).
De La Hoya
Ted Kid Lewis
Mayweather (I have Mayweather beating Hearns and Benitez. Duran vs Mayweather and Leonard vs Mayweather will be a very tough one to call - although I have him lower than some of the 90's-2000's stars of all weight divisions, I have him as the best fighter of the generation. I am sure he'd beat Pacquiao, Barrera, Morales, Tszyu, Hamed, Ayala, Whitaker you name them. I'm not completely sure if he can beat Napoles although I'm more inclined to say he can, it would be a dream matchup). Obviously because of natural progression in the sport, I have Mayweather beating someone like Benny Leonard too, but obviously Benny is 'greater' p4p. Another reason why I say this because sparring sessions and the way they fought back then seemed a little inferior. I'm probably stating the obvious here
Having said that, I have prime Robinson beating Mayweather).
Pacquiao (Pacquiao has a better legacy than Mayweather but still...)
Cervantes (maybe, maybe not. Huge fan of the guy).
Don't know enough about Kid Galivan, Eder Jofre or Fighting Harada.