Make an AJAX GUI that works the same as the current app.

Easiest would probably be to use some kind of RPC such as XML-RPC to call from Javascript right into the python methods you already have.

In general you have 2 options:
1. give the tool to each user
2. write a server-based application

I would have either (for 1.) written a perl script with the expect module (which basically does the same), ask the user to prepare a text file at a given location, and then execute the perl script.
If you want to have it pretty you could use the tcl/Tk interface for perl.

Or you could write a web app (for 2.) as CGI in your web server, have the user upload the text file, enter username and password and do the telnet part from the web server to the telnet application.

Yeah, Python is great, although as the only user of my apps, I’ve never needed no gui junk :P

But yes, if you will be putting the Python interpreter each way, why not make it reusable? Force a little Unix style in those Windows :P

Excellent introduction to python guis. I wouldn’t rewrite in .NET, but that’s because I’m lazy and I don’t like rewriting things.

As for between pushing python or using py2exe, I’d say it depends on how many python apps you expect to push. Python installed is barely 30mb. If you expect you’ll create more than two of these apps, I’d just push python. They’ve got a nice msi & silent switches. That is, so long as you don’t have security concerns with putting python on every machine.

Actually, you could create a quick NSIS package that checks for python, if no python it could download & install python, then puts your .py file & shortcuts wherever you want. NSIS is pretty easy to use.