How to /isort?

Two problems that have been bugging me of late. Being a stupid noob, I came to seek enlightenment from the wise sages of the forum.

Q1. How can I sort the armourychest so that "gear that X job can wear come first"?

INT/DEX/MND is simple, as they don't appear on other gear, but how do I sort "all the tanking gear first, iLv descending"? For example:

1. Tank iLv120 gear 45str, 52vit
2. Tank iLv49 gear 12str, 13vit
3. Tank iLv35 gear 12str, 13vit
4. Monk iLv120 gear 45str, 52vit
5. ...other non-tank gear

Sorting by either VIT or STR is useless. For non-battle gear there also seems to be no way to sort for CP and GP. And all the numbers here are taken from xivdb.com so they should reflect actual armor that exist in-game.

Q2. How to properly sort for no-helm gear? For example:

1. Tank iLv120 gear 45str, 52vit
2. Tank iLv40 gear 9str, 10vit
3. Tank iLv35 gear 12str, 13vit <- cannot wear helm
4. Tank iLv34 gear 7str, 8vit
5/6. Healer iLv120 gear 47vit
5/6. DPS iLv120 gear 45str, 52vit

Note that #3 is worse if I have a matching iLv40 helm to go with #2, so I want it in this order. The order between #5 and #6 doesn't matter.

Please enlighten me, oh the wise sages of the forum!