How would this even be a fight… Like neither of them would be able to really see each other. They would literally hear a “Don’t try it!” and start looking for the voice and look up at the small thing in the sky. Then they would leave because they have better things to do.
Hey! Hey you! Yeah, you! The arse who was about to write a long and thought out case for one side of an argument! Stop doing that! Nobody cares! Go find something else to do with you life!
Both sides will probably try a more friendly approach first; one being led by the princess of friendship, while the other is a known negotiator. Besides, Obi-Wan is known to drop from the high ground to make courteous greetings.
To me, this means that there is one high probability outcome:
Obi-Wan wins because he has the high ground. However, Disney’s focus group test audience is too sad when the ponies lose. So they rewrite the entire story, literally dropping all the scripts for the prior episodes on the floor, with all the writing staff being forced at gunpoint by Mickey Mouse to drop trou and take a massive dump on them. And the new version ends with Obi-Wan having tea with Fluttershy.
I mean Obi Wan has the high ground. I’m pretty sure it’s been like… scientifically proven that it’s impossible to beat Obi Wan when he has the high ground. It’s like Batman w-… Oh. Now that’s the fight of the century: Obi Wan while he has the high ground vs. Batman with prep time.
Hey! Hey you! Yeah, you! The arse who was about to write a long and thought out case for one side of an argument! Stop doing that! Nobody cares! Go find something else to do with you life!