AND - Use Easy VPN to remote into the 5505 when we are out of the local office and possibly gain access back to Main office.
So - is this doable?
Provided your "outside" static IP's are internet-accessable (I.E. not on a private MPLS cloud or something similar) then yes, it should be.
The exact methods of your Anyconnect/Site to site VPN's will depend on your licensing levels - you need to license AnyConnect (easyVPN) based on the number of users, and you may also need to license encryption beyond single DES (56 bit).
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