I have been dealing with paste-from-word issues as well. The biggest issue is ordered lists. Word is very smart about keeping the ol going even if there are extra linebreaks in between list items. Most rich text editors mess up this enumeration when pasted from Word. One thing I noticed about slate.js is that it simply converts the ol into text, which keeps the correct numbering. This is a successful solution.

And my question to HN is: why do our web app users keep typing in Word first? I save drafts in local storage, but they still use Word first. Is it the formatting familiarity? Is it a Start Menu shortcut? What is it? What can we do to address users not using our web apps first?