Remember to cover the basics, that is, what you expected to happen and what in fact did happen. You don't know how to make a good report? See https://orgmode.org/manual/Feedback.html#Feedback Your bug report will be posted to the Org mailing list. ------------------------------------------------------------------------ The first two work below but going from alphabetical to unordered list (second two) doesn't work. Is there a reason or way to fix this? (setq org-list-demote-modify-bullet '(("1." . "+") ("A." . "a.") ("a." . "+") ("A)" . "+"))) Emacs : GNU Emacs 26.1 (build 1, x86_64-apple-darwin15.6.0, NS appkit-1404.47 Version 10.11.6 (Build 15G20015)) of 2018-06-03 Package: Org mode version 9.1.14 (9.1.14-1-g4931fc-elpaplus @ /Users/bigtyme/Programs/scimax/elpa/org-plus-contrib-20180917/)