Alright, been kicking this around in my head all day today. Found myself watching some old Oscar De La Hoya clips, the ones where he was just electric, you know? Then flipped over to some recent Canelo stuff. And bam, the thought hit me: prime Oscar versus the Canelo we see now, or maybe the one from a couple of years back.

So, I started this little practice in my mind. First thing, gotta define “prime” Oscar. For me, that’s the guy around the mid-to-late 90s. Super fast hands, that killer jab, moving well. Think maybe the version that fought Pernell Whitaker or Ike Quartey. Fast, sharp, lots of output.
Then, which Canelo? He’s had different versions too. Let’s take the Canelo around the GGG fights, or maybe when he moved up and fought Kovalev. Strong, patient, incredible counter puncher, rips the body, and that chin is just granite. Seems fair, right? Both guys kind of at their peak physical points, maybe meet somewhere like 154 or 160 pounds. Let’s say 154, junior middleweight, where Oscar held a belt and Canelo started making serious noise.
My Mental Walkthrough
So, I started playing it out in my head, like a simulation exercise I do sometimes.
- Early Rounds (1-4): I see Oscar starting fast. That jab is popping. He’s probably winning these rounds on activity and speed. Canelo’s likely doing his usual thing – patient, observing, blocking shots on his arms and shoulders, maybe landing a hard counter here and there to let Oscar know he’s there. Oscar’s probably looking flashy, racking up points.
- Mid Rounds (5-8): This is where it gets interesting in my head. Canelo’s timing starts to get better. He’s figured out the rhythm. Those body shots start landing. Boom. Thudding sounds. Oscar’s still throwing, still trying to use his speed, but maybe the punches don’t have the same sting? Canelo’s defense is tight, making Oscar work hard for every opening. I picture Canelo landing heavier shots, Oscar feeling that power.
- Late Rounds (9-12): Okay, this is where my practice usually gets tough. Historically, Oscar sometimes faded late in big fights. Could he keep up the pace against Canelo’s pressure and body attack? My gut says probably not. Canelo is known for finishing strong. I imagine Canelo walking Oscar down more, landing cleaner, harder shots. Oscar’s still game, he’s got heart, throwing back, but Canelo’s punches are the more telling blows. Canelo might be landing those big right hands or left hooks.
Key Things I Kept Coming Back To
Running this mental simulation, a few things stood out:
- Oscar’s Speed vs. Canelo’s Timing/Defense: Early advantage Oscar, but Canelo usually adapts.
- The Body Attack: This feels like a huge factor. Canelo is relentless to the body, and that drains speed and stamina.
- Stamina/Endurance: Oscar sometimes slowed down. Canelo seems to maintain his power late.
- Power: Both could punch, but Canelo’s power, especially later in his career, feels heavier, more concussive.
- Chin: Canelo’s chin is legendary. Oscar could be hurt and had been down before.
So, Where Did I Land?
After going through this process, just turning it over in my mind based on what I’ve seen from both guys over the years… Man, it’s tough because prime Oscar was special. That speed and combination punching was something else. But boxing styles make fights.

My final thought, just based on my own mental practice today: I lean towards Canelo. I think Oscar wins the early rounds, looks brilliant. But Canelo’s pressure, defense, chin, and especially that body attack would start to take their toll. I see Canelo weathering the early storm and coming on strong in the second half, landing the harder shots and potentially hurting Oscar late, maybe winning a clear decision or even getting a late stoppage. It pains the old-school fan in me a bit, but that’s how I saw it playing out in my head today.