I think Photo is the best video overall when it comes to aesthetics and editing. When it comes to just skating, I'll lean Yeah Right, that has Koston at his peak, an iconic Gino and MJ parts, McCrank at his prime, good footage from Carroll and Howard, P-Rod on the come up etc.
Photo has great skating, and was highlighting East Coast skating more, which at the time felt underrepresented, and is edited in an amazing package. I find Photo the most unique, Yeah Right, Sorry and Baker 3 are very heavy with SoCal spots and hitting big spots worldwide (Sorry is a bit more worldly in some parts due to the team). Yes, I know Yeah Right has clips from my city (Toronto), but it has a lot of spots you see in other videos with regularity for that era. I like the rawness of Dill mostly skating NYC, Kalis and a lot fo the Habitat guys killing love etc.