Great thread. I'm about to embark on a Joomla adventure of my own in the next week or two. I've worked on Drupal quite a bit before but in my experience it's a little complicated. Very robust and the features are wonderful, but handing it off to a client can produce some disastrous results.
LOVE squarespace. I'd build all websites in it if I could. Problem with SS is that it doesn't offer the variability when it comes to modules. What it does it does flawlessly, it just doesn't do a whole lot (for instance, no calendar module is the reason I'm working on Joomla shortly).
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