Well that didn’t work.

    Macro 1:

    /use Deadly Poison
    /use [btn:1] 16; [btn:2] 16
    /click StaticPopup1Button1

    Macro 2:

    /use Instant Poison II
    /use [btn:1] 17; [btn:2] 17
    /click StaticPopup1Button1

    Either of these two cause instant reload. Let me clarify that when I say the addon is greyed out, I mean the tick mark next to the Guide Viewer entry in the list of addons is still checked, however it is greyed out.
    Also none of the Dugi UI elements are visible anymore after the reload and my macros both work again immediately after the reload.

    I will do my due diligence and disable one addon at a time, trying to figure out if there is another contributing factor.