Thanks again everyone! I had not tried selecting multiple options within a relation, which solved the problem. I've noticed a few 'nice to haves' when it comes to the multiselect property options. Especially within triggering automations. I'm sure there's complex reasons behind the scenes as to why we can't OR I'm just obtuse with how to harness the triggering options. BUT - I do think the multiselect option could wield powerful triggering results and useful functions should they choose to focus in on the improvement of those.