I finally solved this issue.
I had to contact the Jetpack people – and they (Jeremy) pointed out that the Alora theme uses a “PrettyPhoto” plugin to handle galleries. So I did a search and found one called “Royal PrettyPhoto” – which I then installed; and this fixed the issues I was having with posting a gallery via email or by hand.
I also disabled Alora’s own Lightbox and then reenabled it ‘testing for differences; and there is not any apparent difference on the front end.
In any case – after several days fighting with this issue..
Now the images are properly tied together as a gallery.
I suggest you look into this.
Here’s a link to the final forum exchange (for Jetpack) – where the final solution was uncovered.