Funny, I was just trying to do this myself yesterday with my templar and ran into the same problem. After an hour of changing code, I finally got it to work correctly.
First, let me say I and a beginner myself when it comes to this, so don't take my advise until someone with more experience confirms what i'm saying is correct.
Quote:
<Data Name="Button1" Macro="SpellForMyLevel="Jester's Cap"
useabilityonplayer Parent.Target SpellForMyLevel
tell Parent.Target You have Jesters Cap
gsay Jesters Cap to Parent.Target
raidsay Jesters Cap to Parent.Target" Tooltip="(65) Jester's Cap"/>
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The problem I found is, if you start the new command lines (tell, gsay, raidsay, etc.) directly under "<Data Name" part, this will break the entire code and eq2 will default back to the original ui. Try putting your additional macro commands starting directly under the word "Macro".
Secondly, I don't know if this is a problem also, but I also used the actual spell number instead of the spell name. I think Jester's Cap is 2991120526.
I'm not shure if this works, but I would think the code would look like..
Code:
<Data Name="Button1" Macro="useabilityonplayer Parent.Target 2991120526
tell Parent.Target You have Jesters Cap
gsay Jesters Cap to Parent.Target
raidsay Jesters Cap to Parent.Target" Tooltip="(65) Jester's Cap"/>