This post is for the sake of completeness, and to summarise / add to my previous posts on this bug, namely:
http://debbugs.gnu.org/cgi/bugreport.cgi?bug=5753#17 http://debbugs.gnu.org/cgi/bugreport.cgi?bug=5753#35 http://debbugs.gnu.org/cgi/bugreport.cgi?bug=5753#41 In GNU Emacs 23.3.1 [1] and 24.3 [2], either of the settings (setq org-support-shift-select t) or (setq org-support-shift-select (quote always)) will enable shift selection in org-mode, as described in C-h v org-support-shift-select RET _only if_ cua-mode is turned off. But if cua-made is turned on, shift selection fails everywhere in org mode -- no selection gets made. Adding the following workaround fixes the problem: ;; This snippet from jisang-yoo on reddit to enable shift select in org ;; mode when cua-mode is on. (eval-after-load "org" '(progn (eval-after-load "cua-base" '(progn (defadvice org-call-for-shift-select (before org-call-for-shift-select-cua activate) (if (and cua-mode org-support-shift-select (not (use-region-p))) (cua-set-mark))))))) ;; End jisang-yoo snippet In GNU Emacs GNU Emacs 24.3.50.1 [3] org-support-shift-select works essentially as documented, and the workaround is not required. :) --- [1] GNU Emacs 23.3.1 (i386-mingw-nt5.1.2600) of 2011-03-10 on Windows XP (5.1.2600) with Org-mode version 7.9.2 (7.9.2-48-gb7c5cf-elpa) of 2012-10-15. [2] GNU Emacs 24.3.1 (x86_64-redhat-linux-gnu, GTK+ Version 3.8.2) of 2013-08-14 on Fedora 19 with Org-mode version 8.2.5h (8.2.5h-6-g8e1386-elpa) of 2014-02-03. [3] GNU Emacs 24.3.50.1 (Repository revision: 116400) of 2014-02-10 on Fedora 19 and Org-mode version 8.2.5c (release_8.2.5c) of unknown date.