Assign category based on selected words in payee

I'm going through months of transactions assigning them to categories. One time when I entered a category and selected Save, I got a dialog box that allowed me to auto assign a category based on words in the payee that I selected (clicked on in the dialogue box). I want to do that again (for example 'Prime Video nnnn' where nnnn is a series of unique numbers and I select only 'Prime Video'), but I can't find how to do that. Can someone tell me?

Also, is there a way to assign a category to multiple transactions from the same payee? Sometimes I am asked if I want to, which I, of course, choose. But sometimes it doesn't ask me. Not sure why it does that.

Thanks

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