I always focus on one character first, the way I plan to play the upcoming season will mostly include using alt accounts to gear a main of each class before gearing alts so it is easier to gear the rest of them. Alternatively you can just use the fastest GR 55-60 solo farmer (UE dh this upcoming season IMO) while carrying 3 of any class you wish for gear.
Hardest/easiest class to gear is crusader IMO since you need to get so many ancients. Thankfully though a lot of the items are easier to craft on other characters classes.
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