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Rather than guess at what AppleScript is doing, have you considered running it in a debugger to know the variables as it runs and errors out?
https://latenightsw.com/
Some things that make it hard to make a better answer are the parts where you say:
The main took with past issues on this site on this topic.
And
but apparently the wrong condition, ...
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Short of Learn Spelling or Ignore Spelling, neither of which you seem to want in this case, the oS is not smart enough to recognize what you are trying to do
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Right click to bring this menu and select Learn Spelling.
Alternatively, you could set up a text replacement in Keyboard Preferences.
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