As I do more management (yuck) I find myself having to put together reams of commented screenshots all the time. My process for this is piecemeal - but this would definitely help. Thanks!
A few suggestions:
1. HTML, Google Docs, or PDF output would be faaaar more useful than Word. I'm actually surprised you used Word here. We must have very different work environments. :)
2. I feel like there are usability/UX recommendations other than Nielsen that might be more useful for some audiences. His advice is a bit mundane and abstract for my tastes. Perhaps the https://userium.com/ list could be of use for some. Having options here (which I agree stinks of bloatware) could be interesting.
Oh.. and extra points for using a .CO :)