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Great idea, Chrono! I'd love to join live chat, but I'm on PST time, and don't think the timing will work out with work and family. I'll try to follow along though -- sounds fun.
Regarding live chat, Skype is good but you'd have to become Contacts with everyone in the chat, which requires getting each username, making the request, then waiting for them to accept. It's also a bit "permanent" for your account, since you'll now be Contacts with everyone.
Google Hangouts is probably a bit easier since I *think* you just need to know each Google account (or I think non-gmail addresses work too) and add them to a Hangout (we use them at work every week, but I've never actually set one up). The downside is that some users may not have Chrome installed, which I think is required (or the Hangouts app on mobile).
The up-and-comer that might take over them both is HipChat, but since it's currently less common, I'm guessing no one has it installed, and it would take some learning to administer a Room since it's different than the other two more common choices.
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