I've managed to trigger this a couple of times over the last few days, both times the backtrace began by calling flyspell functions. I'm not sure how to re-create the problem, but I thought it best to report it just in case anyone else is seeing the same thing.
⛔ Warning (org-element-cache): org-element--cache: Org parser error in filename.org::354737. Resetting. The error was: (error "Invalid search bound (wrong side of point)") Backtrace: " backtrace-to-string(nil) org-element-at-point() org-back-to-heading(t) org-back-to-heading-or-point-min(t) org-get-property-block() org--property-local-values(\"LOG_INTO_DRAWER\" t) org-entry-get-with-inheritance(\"LOG_INTO_DRAWER\" t) org-entry-get(nil \"LOG_INTO_DRAWER\" inherit t) org-log-into-drawer() org-mode-flyspell-verify() flyspell-word() flyspell-post-command-hook() " Please report this to Org mode mailing list (M-x org-submit-bug-report). Emacs : GNU Emacs 29.2 (build 2, x86_64-pc-linux-gnu, X toolkit, cairo version 1.16.0, Xaw3d scroll bars) of 2024-01-18 Package: Org mode version 9.6.18 ( @ /home/mwillcock/.emacs.d/elpa/org-9.6.18/)