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I believe he can. However, it greatly depends upon what kind of opponent he gets. If it someone with a similar style, mostly brute force, Ken stands a chance. Most importantly, the captains cannot be underestimated. HM arc was a fine example of how they can be surprising.
Well he already killed 3 Sternritters so he can clearly handle them. I doubt he can take Buckbeard, maaaaaybe the second in command but im guessing the fight will be a draw or Yama will intervene. That, or Ichigo will arrive during the fight and the Sternritter will retreat to the Ice Palace.
Kenpachi miiiight beat #2 but not Buckbeard, its just not going to happen right now. I hope Kubo doesnt have Buckbeard kill Kenpachi right now just to show the VR's power... doubt it considering we've already seen how tough they are with Byakuya and Kira
Kenpachi couldn't even reach his true shikai yet, not to even think about bankai, and he's as strong as any of the captains (..well, I'd say as any that isn't old generation) in bankai, so this is a war exactly fit for him. I would argue that the three SR he killed probably were of the weaker lot (although still SR.. but they were offpaneled so they wouldn't be important and it usually goes that the unimportant ones = weaker ones) so I wouldn't put him > i.e. Kyoraku in his shikai if he doesn't easily win his fight, Kyo is fighting one of the six or seven that were shown at first (I think those are going to be important and lasting, like Espada)... but yes, this will be an arc for Kenpachi to show off.
I think im going to like this forum!! Everyone seems to know thier stuff about Bleach here. Im not a huge anime/manga fan but i started watching Bleach when i had Mono and have been hooked on it ever since. I'm glad i made an account and can actually discuss this stuff with other people. Most of my friends and coworkers give me strange looks when i tell them i read a manga lmao