Who would have been Ali's toughest matchup among boxers he never fought?

Discussion in 'Classic Boxing Forum' started by MixedMartialLaw, May 13, 2026.

  1. MixedMartialLaw

    MixedMartialLaw Combat sports enthusiast Full Member

    Joined:
    Jun 30, 2021
    Messages:
    2,301
    Likes Received:
    3,661
    Which boxers from any era would have given prime Ali the most difficulty?
     
    Homericlegend03 likes this.
  2. Dynamicpuncher

    Dynamicpuncher Obsessed with Boxing Full Member

    Joined:
    Jan 14, 2022
    Messages:
    17,480
    Likes Received:
    37,637
    Lewis
    Holmes
    Wladimir
    Usyk
    Tyson

    Lewis/Wladimir for being highly skilled Super Heavyweights with 1 punch KO power.

    Holmes for having a better jab than Ali plus Holmes would be the best technical fighter he's ever fought.

    Usyk because of the fact he's a unique southpaw Heavyweight ATG with superb skills.

    Tyson because he's basically a faster, bigger, more explosive version of Frazier with a better variety to his offence.

    Non ATG Heavyweights who I think would trouble Ali aswell.

    Byrd
    Ibeabuchi
    Witherspoon
     
    Last edited: May 13, 2026
    Smoochie, Jakub79, d4n1elc and 7 others like this.
  3. MarkusFlorez99

    MarkusFlorez99 Obsessed with Boxing Full Member

    Joined:
    Jan 13, 2021
    Messages:
    17,152
    Likes Received:
    19,124
    Mike Tyson, Usyk, Holmes,

    Guys like Holyfield, Lewis, Fury, Klitschko brothers, Witherspoon etc could give Ali all he could handle but those 3 i listed up top would IMO would be the most difficult/challenging match ups that could be made for a peak Ali
     
  4. Bokaj

    Bokaj Obsessed with Boxing Full Member

    Joined:
    Jan 4, 2008
    Messages:
    28,643
    Likes Received:
    14,010
    Seems like a good list, but I do object to this Tyson being a Frazier 2.0 in everything.

    He did have the advantages you name but also trailed Frazier significantly in stamina and workrate. If Tyson would have been in the 15th in a brutal war with Ali he would not been throwing left hooks like that in the last round. Fully possible that he wouldn't need a 15 round war to beat that Ali, but in case it would go in that direction he'd for sure not have Frazier's late round stamina.

    He also didn't have Frazier's resilience. While I don't at all buy that Tyson was weak and folded as soon as he encountered resistance, Frazier was barely human in how he would never give up.
     
    Last edited: May 14, 2026
    ETM, Smoochie, nyterpfan and 5 others like this.
  5. Dynamicpuncher

    Dynamicpuncher Obsessed with Boxing Full Member

    Joined:
    Jan 14, 2022
    Messages:
    17,480
    Likes Received:
    37,637
    I just meant in physical attributes TBH.

    I know Frazier has better staying power late in nights and more heart aswell.

    But I'd argue Tyson takes a better single shot than Frazier.

    I don't think Frazier would've took bombs off a big puncher like Ruddock without visiting the canvas once or twice IMO.

    Funnily enough I actually think the Ali of the 2nd Frazier fight would be a tougher opponent for Tyson compared to FOTC Ali.

    Because that version of Ali would be tying up Tyson like he did to Frazier.

    And as he know that was a bit of a weakness with Tyson where he let opponents clinch him on the inside nullifying his offence.
     
    Smoochie, robert ungurean and Bokaj like this.
  6. BCS8

    BCS8 VIP Member

    Joined:
    Aug 21, 2012
    Messages:
    66,117
    Likes Received:
    86,980
    Scrap-iron Johnson, no doubt.
     
  7. OddR

    OddR Well-Known Member Full Member

    Joined:
    Jan 8, 2025
    Messages:
    2,974
    Likes Received:
    3,156
    Norton should be mentioned somewhere IMO.
     
    ikrasevic likes this.
  8. Dynamicpuncher

    Dynamicpuncher Obsessed with Boxing Full Member

    Joined:
    Jan 14, 2022
    Messages:
    17,480
    Likes Received:
    37,637
    The thread title is "Ali's toughest match up amongst boxers he never fought"
     
    Smoochie and OddR like this.
  9. Fergy

    Fergy Walking Dead Full Member

    Joined:
    Jan 8, 2017
    Messages:
    32,120
    Likes Received:
    40,105
    He fought him tho mate.
     
    Smoochie, OddR and MaccaveliMacc like this.
  10. MaccaveliMacc

    MaccaveliMacc Boxing Addict Full Member

    Joined:
    Feb 27, 2024
    Messages:
    6,590
    Likes Received:
    9,638
    Holmes, Tyson, Wlad, Usyk.
     
    Jakub79 likes this.
  11. OddR

    OddR Well-Known Member Full Member

    Joined:
    Jan 8, 2025
    Messages:
    2,974
    Likes Received:
    3,156
    Sorry misread.
     
    MaccaveliMacc and Dynamicpuncher like this.
  12. OddR

    OddR Well-Known Member Full Member

    Joined:
    Jan 8, 2025
    Messages:
    2,974
    Likes Received:
    3,156
    Misread.
     
    Fergy likes this.
  13. Bokaj

    Bokaj Obsessed with Boxing Full Member

    Joined:
    Jan 4, 2008
    Messages:
    28,643
    Likes Received:
    14,010
    I agree. Ali don't want to trade with Tyson like he did with Frazier in FOTC.

    And Tyson did have the better chin and power.

    With Tyson the roughest and probably decisive patch would be the early rounds, While with Frazier it was the mid and late rounds. With Tyson the most difficult part would be to not take too much damage early on while also doing some to him, with Frazier it was to keep him off him while at the same time having enough left for the last two thirds,
     
  14. Titan1

    Titan1 Boxing Junkie Full Member

    Joined:
    Oct 18, 2004
    Messages:
    13,417
    Likes Received:
    2,978
    Mike Tyson, Greg Page, Tony Tubbs
     
    Turnip mk3 likes this.
  15. robert ungurean

    robert ungurean Богдан Philadelphia Full Member

    Joined:
    Jun 9, 2007
    Messages:
    17,140
    Likes Received:
    16,892
    In no order
    Tyson
    Holmes
    Wlad
    Holy
    Louis
    Dempsey
    Honestly don't see how Usyk is a problem for Ali