This has nailed my opinion of the whole LFR / gearing thing right now...
I raided at the start of the expansion for about 8 weeks, then took a break - my first real break since BC, until 2 weeks ago, when I came back fresh to try and find a new raid guild with an old alt I decided to reroll to.
However... I have found gearing up to the level required to do anything "interesting" or fruitful gear-wise a complete headache.
Run Hcs - did that, as dull as it is for a LOT of runs - had to buy some gear on AH to even start them, didn't luck out on drops, turned to AH and pvp of all things to get enough ilvl to enter LFR - probably dropped about 10K on gear so far ilvl bumping (something which some players don't have the luxury of).
Got into 1st stage of LFR - after going to the new isle to get a key, to run the solo instance for the charms. Did the first two parts of LFR with the lowest ilvl req - got 2 peices of gear. Not enough ilvl to do next stage, and can't get any upgrades (except shoulders) at this point from hcs now. Back to pvp / AH then... get some more ilvl later in the week, through methods that have nothing to do with pve (because at this point I'm literally cockblocked through LFR reset timer and ilvl requirements)
Go second stages of LFR with the ilvl I now had, get a bit more gear, but not enough to do newest (this tiers) LFR still. Now truly stumped, only gear buyable now to bump ilvl comes from rep factions that would take weeks to grind, and valor that would take weeks to grind (and still requires rep). Wait for reset.
LFR resets, go back to Isle of thunder, get key, enter 1 man instance, get tokens. Go back to LFR, do all parts except new and cross fingers and toes for good drops. This week due to good luck this week the many, many hours of work I put in over easter, and a considerable gold investment I have scraped up enough ilvl to get into the "new" LFR.
Normally I would not have been able to do this so "fast" due to having a job and shit to do that means I can't literally sit glued to my pc grinding for days. It happened to be easter, or I might have quit out of boredom tbh, because it would have taken much longer at smaller amounts per day.
So my point here is that - any returning players have to now rely on luck in LFR for drops, and if they don't get lucky, they are shut out for the week, as hcs only drop blues which are worthless for content being done now. There is no way to use justice points to improve your gear, and valor takes (weeks) time and rep to be useful / useable for upgrades. You can pvp for gear, but lets face it, thats not really ideal that I have to farm bgs for epics because there is no way to do the same farming in pve outside LFR and world bosses (bad drop rates).
You can't get a pug without achieves and an ilvl that is not attainable without throwing money at AH or praying to the RNG gods. You can try and make your own pug, but most players seem to find anyone that needs more than 1 ilvl upgrade from a raid uninteresting to party with
Same goes with guilds really, everyone is doing content that you need a high ilvl to participate in, and the few guilds running last tier, I would feel like an ass to join, use them for gear and quit.
Basically I miss being able to reliably farm out last tiers gear through heroics, at least to a point. Being shut out for a week from doing any form of gear upgrades because of lack of ilvl / luck is insanely annoying, and but for the fact I pushed myself into BGs and had a stockpile of money and researched extensively how to squeeze out the most gear from all sources, I would be screwed again for another reset.
Basically, for anyone who has taken a break it sucks. I have played for years, often at a medium / high level of play and not being able to get back into the action in a timely fashion is insanely offputting, I still face quite a bit of work to get into a guild of decent standing, and I'm going to have to suck that up for a while longer.
It's not "entitlement" to want a sensible non-RNG way to return to raiding. We had it in the past 2 expansions with JP which are now worthless.