[matthewmacleod]

I'd extend this to videoconferencing and remote meeting solutions in general. I've never found anything that works reliable, across platforms, with a simple interface, can scale to larger events, and so on. You'd think it would be a solved problem by now.

[maaaats]

When talking with a remote clients/offices, we've found http://appear.in/ to be great. No hassle with adding each other on Skype/Google, just send a link. Even supports screen sharing when demoing. Not saying it will be a silver bullet for your listed issues, though.