Google Docs is great, especially because everyone knows about it and it just works. We started off by writing IDE plugins that posted to Google Docs but latency was horrible. Should give it another shot in a year.
If it works then it is great, if it does not then it sucks. Skype auto changes quality based on the connection meaning that your text might be readable and it might not be.
The other part is bitmap vs text. If you have use for the text (clever solution for something) or maybe some analysis on it then text wins. Will depend on the case.
Screensharing wins for showing off everything and not just a single editor text. Commandline, keyboard foo, google foo etc.
I thinks IT is used to managing HTTPS certificates, domain name auto-renewals but app level certs are more of a new thing.