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If I write a few lines in vim and undo while writing then vim would erase most of the lines, making undo useless. It also happens when using Ctrl+o. The cursor jumps back in time to a very very very old position. I want history to be smooth just like it was in default vim but I don't know what line in my vimrc could be causing this.
vim-pencil sets undo points at the end of every sentence (and other things) although you might not want to install a full plugin just for that.
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