Let's walk through the steps just to make sure everything's set up correctly.
A couple of preliminaries:
Preferences|General|Preferred output format is MOBI
Preferences|Conversion|Page setup is Kindle or Kindle DX
Preferences|Conversion|MOBI|Use author sort for author is checked
And the steps you are taking:
- Add the original book to calibre
- Edit the metadata
- Select the book in the main window
- Kindle is connected
- Click Send to device
There's no need to convert the books.
For the moment, try just one problem book so we have a test case.
If this still doesn't work, we'll go to the next step to resolve it.
G