[football]

Only have a lvl 9 Rogue so I probably weren’t able to trigger anything.

Can’t you just change:

/use [btn:1] 16; [btn:2] 16

To

/use <insert item>
/use <insert item>
Or for Trinkets
/use 13
/use 14
(assuming 13 & 14 is still the trinket slots in classic)

Instead? If they’re both off the GCD they should both pop instantly.

Is:

/click StaticPopup1Button1

For entering BG’s? Maybe the item button in the guide and using this macro, triggers Blizzards secure UI stuff. Just guessing here.