Yeah, this request has been around for a long, long time.
Perhaps Jake can let us know what the major limitation is in implementing this frequently requested improvement.
FWIW, Appigo's Todo iPhone application allows you to choose Tags from a dropdown list, and you can select multiple Tags at one time. Also, the Tag filter allows you to choose multiple Tags, and combine Tag filters with Contexts and Folders.
I'd love to see this on the iPhone app as well.
Currently having to type in tags one by one everytime, renders the tag function pretty much useless for me.
I have to resort to using Folders + Context instead.
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