We are glad you are happy here Chris......we love seeing your awesome creations in the gallery and love the energy you bring here!
I can answer the keyword question. Yes, you can add more than one. Just leave a space between the two.
Here is one of my layouts that have more than one keyword and link in the description field: Love is in the Air
As far as the uploading.....that would be a great feature, but I use Notepad and put all my info for uploading there, then copy and paste to each site, then when ready to add the info to my CT team, I have it all together.