The guys Lennox Lewis beat early on in his career would still be able to beat Kimbo. Being a tomato can is a relative position in this case. Against elite boxers, many otherwise respectable fighters would be considered tomato cans. Kimbo skills are not at an elite level, however, so many fighters who are tomato cans would be considered tough and experienced opposition for Kimbo.
Every single boxer in the world has horrid fighters on their resume, even guys like Lennox Lewis fought worthless turds for much of his career, which make up most of his KO wins and is what got him ranked in the first place. Although they aren't technically paid to lose, they know thats why they're there, and thats how a lot of them pay the bills so they don't want to **** it up by winning. Even if Kimbo fights a bunch of these guys, it won't be much different from any other fighter.
He hits hard compared to the guys he was fighting in his backyard. In the context of professional fighting, however, he doesn't stand out from the crowd. Seriously, when did he ever wow you?
Gonna disagree there, he hits hard and clean. Maybe not as hard as some of the other guys, but he's remarkably accurate for a HW with such little elite experience, and thats pretty rare.
Granted he has a knack for throwing a punch, but the only way he would have been something special is if he got into the game way earlier.
There's not exactly a big window of opportunity for this considering Kimbo's age. He also has other deficiencies besides skill that would need to be improved, such as stamina and heart. Not to mention he's spent the last several years learning a different game and developing habits designed specifically for that game. It's not like he can just turn back the clock to prepare himself to fight someone who's been in boxing since before he was beating fat guys up in parking lots.
A good boxing trainer is only going to make him better.
You're making way too many comparisons between Kimbo and accomplished champion fighters in your posts. Kimbo's a high profile fighter because he looks tough and was already a celebrity from his Youtube videos. He didn't earn his attention by displaying a level of talent that caught people's eyes, beating someone of significance, or becoming a champion.
How many mandatory nobodies did B-hop or Roy Jones defend their titles against?
At the same time, I agree completely. I just made him sound better than he really is just by saying that^. Yes he's over-rated, but so is Overeem, that doesn't mean he's not still good.
And besides, the exact same thing could be said of Rahman, and he took a title from one of the best HW's in history. Everyone said Wlad was washed up after the Sanders fight and look at him now. Losing to a journeymen doesn't spell doom, specialy for a high profile fighter like Kimbo. It may be generalizing to say every fighter is a cherry picker, but all of them have at one point. It's expected that Kimbo does the same.
You can't criticize champion fighters the same way you can criticize Kimbo. There's a difference between padding your record with nobodies and basing your entire career on nobodies. Some fighters like Overeem may be overrated at the elite level, but Kimbo became the face of MMA for beating guys up in his backyard. That's a different level of overrated.