Question : Outlook 2007 Auto-Complete (.nk2)

problems with outlook autocomplete  00:01:12  

I have been having some issues with the Outlook autocomplete for addresses. My manager address , has dropped out of my autocomplete list. This is the only person who seems to have dropped out. I have had to go to the address book to find her name. However, she has not been added to my autocomplete, and so I continually have to return to the address book to send e-mails to her.How can I make this name stick in the .nk2 file
 

Answer : Outlook 2007 Auto-Complete (.nk2)

Given that I appear to have scared you off and that I ran out of time I decided to drop the hairpinning until both sites are running an ASA.  That way I have more of a fighting chance with the routing than I would with the current remote SOHO device.

To answer my own question, regarding the second interface, I needed to add routes for both the remote LAN (which I had) and the remote peer (which I was missing), forcing both to the outside_old interface.

    route outside_old 192.15.15.0 255.255.255.0 62.x.x.254
    route outside_old 82.x.x.219 255.255.255.255 62.x.x.254