We're 99 now, and seemingly stuck here, but as SE recently said, we're going to be getting better gear that's effectively 110 or 120 as the game continues on.
We may, at some point, be 99s wearing gear that are effectively for level 200. This should show in item information somehow. SE has said that each tier will effectively be a gear-check, being noticeably or substantially harder if you try to skip to the next tier too soon. The days of macroing in any still-worthwhile 75 gear, or the rare piece of AF, are probably gone.
I would suggest we see this in items. Even if the level said 99.01, which would be Adoulin Tier 1's drops, 99.02 being second tier, 99.05 being 5th tier.
Some players will tolerate a bunch of players they may not like in order to achieve better gear. For years, players tolerated a little bit of loot-jacking that occasionally happened because this new guy, for some reason, deserved ridill or haidate or an abjuration or whatever before someone truly more deserving.
SE's loot systems now are largely an improvement. They could do well to allow us to trade recently obtained gear (to players present for the kill), or at least to pass a piece to treasure (like the gold boxes in aby will permit).
Some players prefer the smaller ls. They like 5 or 10 others, and feel they have more fun. I can see an argument both ways for whether or not 6 man or 18/36 man groups should be able to obtain the same loot.
If skirmish and delve had the same entrance reqs, which isn't unreasonable, and dropped gear that was tiered so the alliance(s) version was a direct upgrade from the party version, all players could have the same fun. I killed the orobon last night with the egls I'm in, and there's nothing about that fight that couldn't be scaled to 6 man. There's nothing about delve that couldn't be scaled to 6 man. There's nothing about anything in this game that couldn't be scaled to six man.
In an 18 man fight, perhaps you need boss tanks, and add/supertanking tanks. 18 man has enough room, if they can beat the time reqs to spare that. A 6 man might require 1 tank and 2 healers, 2 tanks and 1, or perhaps the adds would be sleepable and a competent sch or brd could handle the adds.
In such a model, drops from the 6 man version, could be identical, except that it would be the end of EGLS, and the triumph that comes with 18-36 people pulling together.
Drops could also be identical but lesser quality, a -1 version if you will. SE could do exactly that, actually. 6 man drops NQ, and 18 drops +1 version.
I won't lie, a good bit of this is inspired by WoW, but that's because it worked. wow's normal/heroic model worked.