now the game is quite boring unless ur on hardcore guild for FL HM or serious RBG/Arena

after 85 .

PVE
u need about 1 weeks to get from Green questing gear to full 346 (to be able to Que for Zandalari dungeon)
u need 1 more weeks to get to full 353 gear by doing ZA/ZG only
both also depends on drop rate , if ur lucky maybe few days can get all gear.

after 353 theres gear available from raid / valor pts / profession

basically u can easily get to 365+ il in less than 1 month

PVP
u need less than 1 week to get full 371 Vicious gear (except the weapon/offhand/relic) those are 359

after u get full honor gear and if u got good arena/rbg group going then u can easily get to 3k conquest points cap per week

p.s i also just came back from 7 month break, and its somehow quite easy to geared up