Legendary Difficulty Philosophy

They have a challenging task. They have to make end-game content to keep the long-term players challenged, then also have to find a way to give newer players a leg up to close the gap. On another level, they also need to balance F2P and P2P so that they don't get too far apart either.

I think the Chewy event is catered to long-term players. Whereas they've made all these changes to Sith raid (lower health, easier mechanics, more toons catered to clearing sith raid) as a way to close the gap now that the top teams easily cleared it.