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In my experience tftp doesn't work wel for large IOS images. Usually the transfer will time out after successfully transfering a large amount of data. I'd recommend trying ftp to transfer the file instead. That has worked for me in the past. Hope...
This is probably going to be an MTU issue. Terminal Services/ Citrix will set the DF bit in an IP packet. The MTU through your IPSec tunnel is smaller than on the normal LAN. If the packets are over the MTU for the tunnel your router won't be able to...
