One cited fightNaruto · ch. 661–662
Does this result move the ranking?

Confirms the ladder

The higher-ranked entity beat the lower-ranked one. Record and ladder agree.

Madara Uchiha vs Sasuke Uchiha

The winnerMadara UchihaNaruto · rank 4
2 places
BeatenSasuke UchihaNaruto · rank 6

It fits the placings and says less than it seems to. Sasuke goes in without the Rinnegan, after being told once to stay out of the way, and is put down in a single exchange; the eye that makes him a sixth-place fighter awakens in him while he lies dying from this. So the record measures Sasuke before the upgrade against Madara after his revival, and two places is a fair distance for that. The meeting with the Rinnegan on both sides was never finished.

The connecting record

shownNaruto · ch. 661–662

Madara Uchiha beat Sasuke Uchiha in Naruto.

Run through with his own sword as he attacks, after one warning; Sasuke loses consciousness, receives Hagoromo's power while near death, and is healed by Kabuto.

What each of them is ranked on

The winner · Madara Uchiha · rank 4

shippuden

Shippudencomicanimation

Five Kage at once, then the allied army, then the two protagonists together — the war arc keeps escalating what it puts in front of him and he keeps going through it. The only reason he is not first is that he is removed from the story by betrayal rather than by any of it, which is a statement about Kaguya and not about the people who could not stop him.

  • shownNaruto · Fourth Shinobi World War arc

    Fights the assembled Five Kage simultaneously and defeats them. — 2013

  • shownNaruto · Fourth Shinobi World War arc

    Becomes the Ten-Tails jinchuriki and engages the allied forces. — 2014

Madara Uchiha on the Naruto ladder

Beaten · Sasuke Uchiha · rank 6

shippuden

Part IShippudenBorutocomicanimationfilm

The other half of every fight in the tier above him, and the half that brings the tools rather than the volume — the Rinnegan lets him move between the same dimensions Kaguya uses to escape, which is what turns those fights from unwinnable into merely desperate. Carries the identical paperwork problem to Naruto: never promoted past the entry grade, having left the village before any retest could happen.

  • shownNaruto · Fourth Shinobi World War arc

    Fights Madara with the Rinnegan and a complete Susanoo. — 2014

  • shownBoruto: Naruto Next Generations · Momoshiki arc

    Fights Momoshiki alongside Naruto. — 2016

Sasuke Uchiha on the Naruto ladder

What this does not settle

One fight in one work. It is the only result the record gives between these two, and it is evidence about that meeting and nothing wider — not a general matchup, not a rematch, and not a ranking of its own.

The ladder above it is argued from everything either of them has been shown doing; this page is argued from one citation.

Where the two disagree, the disagreement is the point, and it stays visible rather than being resolved by whichever of them happens to be on this page.

Data: CC BY 4.0. Reuse with credit to citedfeats.com.