How to create solid Command-line System Admin/Dev e-learning?

In my position, I am to produce modules for Sys Admins and Developers dealing with Java applications. Often times this audience wants compelling technical information, and I need to train people on how to use technical tools and programming concepts. 

I am curious how people have done this effectively, to include interactivity and assessment. If I am building a module that is showing a console with lines of code or configuration files, I can convey the information, but it still feels "flat to me." Any ways people have developed this kind of training and incorporated interactivity and assessment?

thanks,

John

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