Ok...annoyance #1:

I'd like to simulate a windows shift + delete (bypass trash and delete the file or folder), either with a keyboard shortcut or a context menu option.

My google-fu seems weak today. Any ideas (and remember, I'm new to MacOS, so I wouldn't even know what to do with some Applescript if I had it).

Opening a terminal and using rm isn't a good solution. smile
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~ John