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If you do a search you can find threads that discuss the plugins issue. The short answer to your question is unless your calibre configuration folder ends up in exactly the same place (i.e. same OS, same user account to get the same user profile folder path) then as theDucks says you will need to reinstall the plugins.
Once installed, if you close calibre and then copy across the json configuration files for the plugins that should allow you to keep any specific plugin configuration. Not guaranteed to work for every plugin, but should work for most. One gotcha however will be that if you take theducks advice on creating a brand new library, it will have a different library id. So plugins that have library specific settings (like Kindle Collecitons, Reading List and others) won't know about that library id. So you will either have to manually edit the relevant json files or re-do your settings.
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