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Add-Ins targeting previous versions of ArcGIS will automatically load in newer releases, there is no need to rebuild or reinstall them. For example, ArcGIS 10.1 will automatically discover and load add-ins from the 10.0 well-known folder location(C:\Users\<username>\Documents\ArcGIS\AddIns\Desktop10.0).
I'm not sure about the developer being able to prevent add-in clients from loading into a new release, I'll look into this.
Thanks for the first part - I look forward to hearing the answer to the second part!