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Various working strategies (to be combined) are listed on the wiki page How to spread sage during a workshop.
If PCs have Linux installed with all the same version, you can install Sage on them by repeating a single procedure. Otherwise (if students have their own laptop, mostly running windows), the solution using self-replicating live USB key works quite well.
As explained, unless you have a huge server set up for that purpose or few students, the local server solution won't work alone, but it helps to get rid of a few remaining recalcitrant PCs.
Feel free to share your experience on the wiki page.