A few things:
It takes a while to load the macro, meanwhile Windows calls it "Not Responding". That might be a bug in Adv. SS, that is probably not related to your original problem, because I can't imagine that it would take that long just to load the UI. Or it could indicate that something *else* is wrong, and that same thing also kills a detection that would have worked otherwise. Hard to tell from here.
You have multiple conditions, which seems to be difficult for people to understand how they actually work. Fortunately, you only have two of them (if I saw the video correctly), so the nuances really don't matter yet. And they're OR'ed, so the macro not firing as you show, means that neither of them did.
A very useful troubleshooting tool is the execution highlighting:
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If you have a macro open, there will be more here, but you'll always have at least this. Check all three as shown, and things will light up green when they're active. Actions when they happen, each condition independently when it's true, and the macro itself when it runs.
I always have those options on. Keep Adv. SS open while the thing you're looking for happens, and see if it lights up.
And one last thing: Adv. SS is running in the first place, right? :-)
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