Reporting as suggested by Stefan. In order to bunch up undos by 1 instead of the hardcoded 20, I do this:
(add-hook 'post-self-insert-hook #'undo-boundary 'append) This or advice used to work, then around Emacs 24.1 it stopped working. Stefan patched it in 24.3. It now works in most cases. The history is in this Debian bug: Re: [O] bug#11774: bug#11774: org-mode causes undo boundaries to be lost I use undo-tree 0.6.6. The bug also occurs with it turned off. When I press RET when it is bound to newline-and-indent, the newline and the indentation are undone separately. I expected the RET to be undone. This is a minor issue for me, but might point to other cases. Thanks. Samuel