When bulk rescheduling TODO items with org-log-reschedule set to 'note, only the first marked item will get rescheduled. I have reproduced this on a fresh clone of the Git repo with a minimal config.
Here is the *Messages* snippet: Org-mode version 8.3.4 (release_8.3.4-635-g268486 @ /<snipped>/org-mode/lisp/) Press key for agenda command (unrestricted): 1 entries marked for bulk action 2 entries marked for bulk action Bulk: [$]arch [A]rch->sib [t]odo [+/-]tag [s]chd [d]eadline [r]efile [S]catter [f]unction Scheduled to <2016-03-09 Wed> [2 times] Skipping removed entry at #<marker (moves after insertion) at 42 in test.org> Acted on 1 entries, skipped 1 (disappeared before their turn) Note store Here is the config: (add-to-list 'load-path (expand-file-name "~/<snipped>/org-mode/lisp")) (add-to-list 'auto-mode-alist '("\\.\\(org\\ |org_archive\\|txt\\)$" . org-mode)) (setq org-agenda-files '("/tmp/test.org")) (require 'org-install) (require 'org-habit) (global-set-key "\C-cl" 'org-store-link) (global-set-key "\C-ca" 'org-agenda) (global-set-key "\C-cb" 'org-iswitchb) (setq org-log-reschedule 'note) Emacs : GNU Emacs 24.5.1 (x86_64-unknown-linux-gnu, GTK+ Version 3.16.6) of 2015-09-09 on foutrelis