Not every action in PAD accepts wildcards. If it does, it will usually be noted in the description of the action. The If action does not.
To do what you want to do, you would need to use an AND operand with several conditions. Try the following code (you can copy and paste this directly into PAD):
IF Contains(ThingToSearch,$'''Apples''',False) AND Contains(ThingToSearch,$'''Kewi''',False) = True THEN
#do something here
END
Alternatively, if Contains is not what you want, you can also use StartsWith and EndsWith like this:
IF StartsWith(ThingToSearch,$'''Apples''',False) AND EndsWith(ThingToSearch,$'''Kewi''',False) = True THEN
#do something here
END
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