You could try looking up the product on MSDN, go the the correct version and read the "what's new" section. You could also install it on another server and do the update there first; would give you a reasonable idea of what to expect. No, you can use trial-versions for that. Let us know how it went :) Bastard Programmer from Hell :suss: If you can't read my code, try converting it here[^][](X-Clacks-Overhead: GNU Terry Pratchett)

I didn't have any issues, either from WS 2003 to WS 2008R2 or from that to WS 2012. IF you have an option to go WS 2012 I would recommend you go straight to that. This will a make installing and maintaining SSL certificates for multiple domains much easier - and free, from Lets Encrypt. However, I am not in a position to guarantee you no problems, if you have some particularly esoteric settings in web.config