Evander Holyfield '88 vs. Jack Dempsey '19

slash · Oct 16, 2021

SwarmingSlugger said: ↑

Boxing historian Eric Jorgensen sums it up well.

Dempsey vs Holyfield: Yes, Holyfield surprised everyone by dismantling Tyson, and, yes, we all like and root for him, but I just don't see him as belonging among the true elite of the division. The real surprise of Holyfield-Tyson was the evidence that the Douglas fight was no fluke, and that Tyson has been vastly overrated for most of his career. A victory over Tyson, without more, does not qualify a fighter for ranking among the top 10 of all-time (see Douglas). Nor does the rest of Holyfield's career justify that lofty position. Remember, he had a great deal of trouble with Foreman and Holmes when each was well into his 40s. Looking at those fights, one has to figure that both those guys would've handed Holyfield his head when in their primes. Remember also the trouble he had against Bert Cooper, Michael Moorer, and Vaughn Bean, none of whom exactly qualifies as a hall-of-famer. Holyfield hits hard, but he is not a devastating puncher; he's quick, but I've seen quicker; he's a good boxer when he's paying attention, but he gets careless and can be hit; he's well-conditioned, generally, but I've seen him fade in the later rounds of a number of fights; he has heart, but I've seen him wobbled by mediocre punchers. In short, he is a first-rate heavyweight who stopped just a shade short of true greatness.

Dempsey did everything better than Holyfield does, and would have stopped him within 5 rounds. Unlike Tyson, Dempsey wouldn't choke or become unglued at the first sign of resistance.

Result: Dempsey KO5 over Holyfield

-Sorry you can't handle the truth.
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That is garbage.

SwarmingSlugger · Oct 16, 2021

It's all opinion, sorry you can't take a different one. It's a sure sign of a soft brain.

Rakesh · Oct 16, 2021

Hm, I think this is a similar Foreman case, Holy gets excited and wants to slug. Dempsey KO or Holy UD.

Journeyman92 · Oct 16, 2021

Do you all really think that the extra weight Holyfield doesn't have here will make the difference?

Not to say that Evander will win. I see Jack as much more then a rudimentary puncher and if they fought under Dempsey's rule set I see him winning big.

Journeyman92 · Oct 16, 2021

Omega74 said: ↑

Who takes this in a 15 rounder? We are talking about the cruiserweight Holyfield, so both him and Dempsey are about 190lbs in this fight. Holyfield could have a chance to get a late round stoppage, but he would have to survive the early rounds where Dempsey is, imo, the most dangerous. I have to go with Evander Holyfield, but who knows Dempsey was a really big puncher and could possibly stop Holyfield here. Holyfield by late KO imo.
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This is too dependent on the era.

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Evander Holyfield '88 vs. Jack Dempsey '19

Who wins?

Holyfield by KO

Dempsey by KO

Holyfield by UD

Dempsey by UD

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Evander Holyfield '88 vs. Jack Dempsey '19

Who wins?

Holyfield by KO

Dempsey by KO

Holyfield by UD

Dempsey by UD

slash Boxing Addict Full Member

SwarmingSlugger Active Member Full Member

Rakesh Well-Known Member Full Member

Journeyman92 MONZON VS HAGLER 2025 banned Full Member

Journeyman92 MONZON VS HAGLER 2025 banned Full Member