Max Nikulin writes:
I am unable to reproduce on the latest Org.
Thank you, Ihor. I have checked it once more for current main HEAD
2bd34edb64. I can reproduce it using the provided steps in Emacs-26, but
not in Emacs-27.
Thanks for the extra info!
I managed to reproduce using Emacs 26 and it is a real problem with some
edge case in org-indent. The problem is masked by
combine-after-change-calls that is used since Emacs 27 but replaced by a
placeholer in Emacs 26.
The fix is attached. Let me know if it also works on your side.