Can't 'Connect As' when trying to remotely log in via Shared

Hi all,
I've got a bit of an odd question. I have a suite of 10x iMacs networked together. All the machines can see each other on the Finder 'Shared' sidebar, yet if I click one (so as to copy files etc from one machine to another) I just get the coloured pin wheel. I assume that the machine is trying to auto log in, but for some reason it won't. Clicking the 'Connect As' button to try and force a manual log in will not work. Because of this I can't share my files properly.
Anyone have any ideas? I'm sure this used to work and nothing has changed to the machines/network other than basic OSX updates.
Cheers!

Make sure:
1. Firewall/AntiVirus/Security software isn't blocking Skype from connecting.
2. No proxy settings exist in Skype's connection settings. This can reset that:
http://www.pcdust.com/Downloads/ListFix/ListFix.exe
3. No Windows policies exist with proxy settings. This can reset that: http://www.pcdust.com/Downloads/PolicyFix/PolicyFix.exe
4. Router isn't somehow blocking Skype.
5. Using an unsupported version of Skype. Currently any version below 6.14 can loose connectivity to Skype requiring an update to a newer version though this may change.

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