Hmm well for some reason this thing just will not match on the regex.See below the exact output from the telnet session:

[root@www1 stephen] 6# telnet myhost.net
Trying x.x.x.x...
Connected to myhost.net.
Escape character is '^]'.

Enter password:
telnet> quit
[download]

And now my regex for the prompt is written like so:

Prompt => [ -re => '[eE]nter\s+' ],
[download]

I have no idea why I am not getting a match here now still. Any thoughts on this one?