Gilgamesh is considered to be better than Ishtar in most situations. He is also easier to use and does insane damage to servants with his noble phantasm. Ishtar, I believe does more damage to non servants with her noble phantasm, but requires some planning ahead. Gilgamesh is better for challenge quests, but Ishtar is better for farming. They are very similar though so you should just roll for whichever looks more interesting to you. Personally I will be rolling all I have for Ishtar over Gilgamesh because shes a cute girl and Gil is a huge dick.
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