Actually, FFXI has the exact same problem. Level 75 content is dead. Sure, it had a better time managing multiple content at the same time, but it was because the level cap wasn't planned to change, and you just can't simply put higher and higher gear for years while staying on the same level. If you look at the really early days of FFXI, almost every 50- items are useless for lvl 75 content (I said "almost", I know about Leaping Boots, Emperor Hairpin, Peacock charm, etc...). That's why I hope that, one day, they'll just stop increasing the level cap, and starts wdening the choice on gear.
On a sidenote, I rarely felt any "accomplishment" from FFXI. In fact, most content is not really hard to beat, it's just that failing is frequently brutal, and drops rates were abysmally low. FFXI is not hard, it's punishing, and it does not really give you a sense of "accomplishment", just "lack of frustration"



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