There is definitely something funky going on, though. Are you using the group-init script by chance? Noticed it during last Friday's session, and double checked just now. I use group-init to manage the initiative window (macros unchanged in over a year). Now, once turns are added via group-init, they can't be cleared using group-init syntax anymore (!group-init --clear). If you try to clear all turns with group-init, the "cleared" entries remain until you roll initiative for something else. They can't be remove with the "Remove all turns" button in the Turn Order settings or manually deleted with the trash icon. If you don't clear with group-init, though, you can manually delete them.