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Currently you can only (not) show based on combat, role and spec. But for example as a hpriest, I have multiple loadouts based on dungeon vs raid, dispels needed, etc. Currently I can only have 1 group that gets automatically displayed, so theres lots of holes in the icon set depending on whether I got that talent or not.

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Add Talent Loadout as a group (no) show option.

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I have to have a lot of logic behind each icon to determine which icon to show, what conditions should be considered, etc.

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There's a Talent Loadout condition. You can set it as a group condition.

I may consider adding a group setting to make group conditions also apply while in config mode to make config mode less cluttered when using conditions in this manner. @VanHelsing05 I believe this would solve the problem you were getting at in the second half of your massive, sparsely-punctuated paragraph in #2038.