There is neat utility in iTaggit called ‘Publish’ that allows users to generate HTML code about an item stored in iTaggit and to allow embedding in other web apps.
This feature is used today to add items to myspace.com and other cool sites. I just listed my Jeep on Craigslist and was able to use it to do the same thing.

This means that you can essentially add multiple pictures, video, links, and documents about your items to your listing by using the html generator. What you do is use the Publish menu option, select and copy the html code, go into your craigslist listing, and paste it in the description field. Below is what you will get: