What re the usual technical questions one should ask in the software version updrade?
1) What kind of new features are from upgrading?
2) What kind of improvements are from upgrading?
3) Any known bugs/limitations in new version and SP expected?
4) Requirements for hardware/OS? (In some case, the requirement of hardware and OS might be changed, for instance, require more powerful hardware and some OS is no longer supported)
Usually, there is a new version release note coming with upgrading. The answers of questions above are all in new version the release note. So, perhaps you can simply ask them to give new version release note first.
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