|Mechanix2Go: give us a hint about plink|
Plink uses the same core as PuTTY, but instead of a fancy terminal window, it uses STDIO. No questions asked, nor data conversion between platforms. It's bundled with PuTTY, and I recommend the suite for anyone who runs Windows, but needs to access *NIX servers. (Or just want a better Telnet client.)
The easiest way to go about this is to just SSH into root, but that's a security concern, and it's probably disabled by default.
Here's the deal: You can try to use the -m option to send a series of commands, but Plink won't strip off the '\r' off of the lines, and the authors say sending multiple lines is unsupported. If you go this route, make sure you have a text editor that can write UNIX style text files. (Something like Notepad++, basically.) Even then, it's not guaranteed to work.
Your other option, then, is to start a remote shell, and send your text though STDIN, while being careful to send only '\n' and not '\r\n'.
The easiest way to do this would be to create a VBScript file like this:
Sub out(sTxt, iWait)
WScript.StdOut.Write sTxt & vbLF
out "Your text", 100
out "goes here", 1000
out "just", 50
out "make sure it ends with", 100
out "exit", 0
Then from the command line, you'd do something like this:
cscript //nologo yourScript.vbs | plink <whatever>