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So this is kind of more than one question.

We have two office's, in different locations as well as at least one person (Potentially more) that work from outside the office, in another country.

Office #1 has Ubunutu 9.04 setup as a desktop but running proxy/fileserver/dns/webserver

Office #2 has Ubuntu Lucid set up as a file server with automated backup scripts.

Each server above is just a part of the network like any other computer.

So the question is what is the best way to set up communication between the offices, and for our single people out of the office.

I have looked at OpenVPN (Bridge mode) and managed to completly fry my network settings for proxy'd internets so reverted all my changes.

Is a vpn the way to go or is there better alternatives.

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I think you've already answered it w/ OpenVPN, albeit I wouldn't ever use briding for any kind of WAN connection. OpenVPN will do what you want and can handle both your "road warrior" clients and your site-to-site VPN. – Evan Anderson Aug 13 '10 at 2:21
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Please expand on what you think 'communication between the offices' means. IM and email and ssh work over WANs. filesharing? internal website access? what? – pjz Aug 13 '10 at 2:59
Use Site to site ipsec vpn of the offices, then use road warrior ipsec for the out of office users. – topdog Aug 13 '10 at 4:44
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