There seems to be a bug in Org mode version 9.4.6, (9.4.6-2-g21eb69-elpa ...), For example, I have a TODO habit task like so: TODO Some task SCHEDULED: <2021-06-08 Tue .+1d> :PROPERTIES: :STYLE: habit :LAST_REPEAT: [2021-06-07 Mon 23:19] :CATEGORY: Daily Chores :END: :LOGBOOK: - State "DONE" from "TODO" [2021-06-07 Mon 23:19] - State "DONE" from "TODO" [2021-06-06 Sun 22:18] - State "DONE" from "TODO" [2021-06-05 Sat 23:13] :END: When I mark the task as DONE for the day, it logs the task as: TODO Some task SCHEDULED: <2021-06-09 Tue .+1d> :PROPERTIES: :STYLE: habit :LAST_REPEAT: [2021-06-08 Tue 22:20] :CATEGORY: Daily Chores :END: :LOGBOOK: - State "DONE" from "TODO" [2021-06-08 Tue 22:20] <-- Repeated entry - State "DONE" from "TODO" [2021-06-08 Tue 22:20] - State "DONE" from "TODO" [2021-06-07 Mon 23:19] - State "DONE" from "TODO" [2021-06-06 Sun 22:18] - State "DONE" from "TODO" [2021-06-05 Sat 23:13] :END: