I’m less confident that generated IDs would work for duplicated headings across files?
That’s certainly supported within Deepdwn, yes
FWIW, I also noticed that the syntax checker complains about non-unique heading text. Is there an easy way to turn this rule off?
You can disable that syntax check in the config in Preferences > Advanced > Makdown Formatting Rules. You’d want to add
“no-duplicate-header”: false