Zabuza a Jounin said Haku was stronger than him.
You do know that he meant Haku was stronger than him as a person, not as in fighting? Because Zabuza was 7 Swordsman, which is basically Kiri's Sannin if slightly less powerful and more limited. Haku had his bloodline/needles, and taijutsu and that was it. If they had been in a vastly different place to fight, Haku would've had what? Just his taijutsu and
maybe his bloodline if he knows at least 1 water jutsu or there's a puddle around, but if not, he's screwed.
That said, I strongly disagree with any strategy trying to re-open old traumas in Sasuke. He's a fellow Leaf-nin after all, and not only could re-traumatizing him cause him to open his Sharingan early (thus basically ending the fight in his favor), but it could seriously fuck him up. Is a title and achievement really worth what it would say about Daisuke's character if he won them this way?
Yeah, that's why I mentioned that would be an incredibly bad idea. Not to mention, it'd ruin our social standing amongst our classmates and others within Konoha.
Yet, give the Omake writers time.
I'm pretty sure that no matter what the Omake Writers do, Naruto will still have more chakra than us for the rest of our lives due to that seal constantly forcing Kyuubi's chakra through his chakra system to widen it every day(Hell, we don't have exact measurements of how much chakra over how long gets through the seal and forces Naruto's chakra system to widen so it could vary, could be a lot, could be a little, could be anything). So unless Daisuke becomes a Jinchuuriki of the 7-8 tails, that ain't happening. And that's before the whole 4th war bullshit with Kurama, which I have no idea if Vesvius is keeping around.
@Vesvius, are you keeping that Tailed Beast part of the 4th War or are you going your own way for any TB powerups for Jinchuurikis?