in reply to Global program flow

You will want to take a look at building modules that will encapsulate your main functionality. Then, I would use Apache::ASP (CGI::Application is also good, but Apache::ASP is better for SSI) for the webside and a basic script on the CLI side. They both will use your module(s) that actually do the work. That way, you have the work done in one place and the interface in another. This is an application of MVC, aka Model View Controller.

I know it's a ton of info, but you also have an open-ended question. :-)

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