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do you have logging on? what is the log output you see when you try to initiate connection from DMZ to inside? if you can asdm into ASA and see the real time logging you will see if ASA is dropping packets and for what reason.
There is a limitation on how many context you can have, which depends on the license you have. This is quite possible with ASA multi routed mode and even with multi transparent mode. You can have overlapping ip in each context without the need of ...
I am assuming that 10.0.0.1 is the ip address on ASA? if that is true you communication is not breaking on ASA since you see first hope in your trace route.... what is the next hop in path after ASA
