Sort by file size based on first digit in file size (should be based on all digits).
We were able to reproduce the issue you are seeing. Essentially, the Size column is not always sorting numerically. This has been fixed and will be released in 2019.3.
The auto-save functionality has undergone a complete overhaul for the 2019.3 release, which is scheduled to be released soon. As such, this dialog no longer exists so this request is no longer valid. Please leave feedback on the new auto-recover dialog when it is released if you have requests for new features or bug fixes.
Thank you.