No! Jython does not have any of the problems you describe. Jython makes Java byte code. Java bytecode can be deployed via Web Start. Period. Jython can be used anywhere Java can be used. That's the whole beauty of Jython. I am not hypothesizing. I actually did this a while ago and it worked just fine. Why shouldn't it?
There is a released version of IronPython at http://www.gotdotnet.com/workspaces/workspace.aspx?id=ad7acff7-ab1e-4bcb-99c0-57ac5a3a9742 In fact it's being released every 2-4 weeks for quite a while now. True, IronPython is not quite there yet, but it works for most part. .NET 2.0 One Click Deployment should work with the generated executable. I have not tried this myself. Both Jython and Web Start are definitely more mature at the moment. -- http://mail.python.org/mailman/listinfo/python-list