I did a search and didn't find exactly what I was looking for. So here goes ... I'm looking for a better way to tag songs in iTunes rather than Grouping. Grouping is very ... 2005, to me. A little more detail. I run. A lot. I do numerous events and always use my Nano. I want to tag all my running songs with a generic tag "running" and then add more later, i.e. "Oct 2011 Marathon" and so on. If anyone is familiar with Salesforce, I like their tagging system. I'll attach a couple of screenshots of how it works in Salesforce and what I'd like to be able to do in iTunes. Salesforce allows public and private tags, this wouldn't apply in iTunes, unless you wanted to tag certain songs for the admin only to see, but not what I'm going for here. If this can be done, outside of Grouping, and I'm completely missing it, please point me in that direction.