We are in the process of rolling several hundred telecommuters, and I am writing a scritp that will allow anyone on my team config the routers for the telecommuters to take home.
This requires a serial connection, as IP is not up and running on them. It looks like I will have to go with Hyperterm and AutoIT, just means that it will take me longer to do as I have not worked with AutoIT as of yet (have it installed just never did anything with it.)
As for sendkey - I know that it can be really tricky, I have another script that logs into all of my routers and switches and backs them up everyday.
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Today is the tomorrow you worried about yesterday.
