Not sure if I got the question right, but if it’s simply about inserting checkboxes, then you can use the syntax.
- [ ] item 1
- [ ] item 2
Or, when the cursor is on a line, press ctrl + enter or (cmd + enter if you’re on Mac) to toggle a checkbox. Toggle here means insert a checkbox if not exists, and if the checkbox is not checked then check it, if the checkbox is checked then uncheck it.