Bee wins rather easily.
Even if he is outnumbered, he can create his own numbers through Ink: Bunshin.[
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] Since they're clones, they're able to transform to V2 cloak and utilize techniques like Bijuu Dama at this
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, to nuke every path they face. Not to mention they're extremely fast and potentially able to blitz them as well.
Animal path - the only real threat are the dogs, but Bee can seal them through the Ink: Bunshin. Once they're sealed, no chance of multiplying.
Asura path - Bee's clone can physically overpower him in both speed and physical strength. One lariat, and the former is finished.
Human path - Jiraiya was able to knock his eye out. Bee would rather do worse.
Naraka path - He ends up like the other paths.
Preta path - His absorption is a problem, no doubt; however, Bee's Bijuu shock-wave can put him out of his league. They don't use Chakra; they use blunt force.
The real Bee can easily shit on Deva path. His Shinra Tensei was already overpowered before: [
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]. It will be overpowered again. Chibaku Tensei is even weaker than Nagato's, and it couldn't subdue Kurama at its 8th tailed form. Bee either breaks out of it physically or destroys it with Bijuu-Dama. [
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] Intel doesn't make it one-sided with Pain. I'm pretty sure Hachibi knows some of the Rinnegan's powers, considering Hashirama knew about the Rinne Tensei; and Hachibi was created and in close relationship with Hagoromo himself. He can lend information about its powers, and given the fact Hachibi has shown to be rather intellectual.
Bee wins no higher than medium difficulty.