Thanks for the interest in upgrading.
(I'll leave others to get back to you about pricing.)
Purator wrote:However, I do need a working Setup in April, which means that I will not be able to transfer my HW4 licence to HWV before the end of April. (Never change a running system)
Question 2: Is there some sort of deadline after which I cannot transfer a HW4 licence from my HASP-dongle to iLOK?
Once you've purchased the v5 upgrade from the shop, the only deadline for actually using it is that you might want to have installed it and used its 'File | Initiate migration of Hauptwerk pre-v5 sample set licenses to this version ...' menu function to migrate your v4 licences to v5 by the 1st October 2020, in order to be certain that there won't be any additional charge for migrating the sample set licences: viewtopic.php?f=10&t=17833#p133611
Purator wrote:One of my most used sets is the PAB. I have yet to upgrade to the PAB 3 (and want to take the chance to upgrade to the Gravissimo). But as the PAB 3 (both Professional and Gravissimo) needs significantly more RAM I am unsure whether I can fit it into my current system. Truncating the Releases and then using IR has been suggested to me, but I do need to try it out to find out if I am happy with it or not.
Question 3: If I transfer my PAB V2 (Professional) licence to HW V and purchase an Upgrade to the PAB 3, will I still be able to use the PAB 2 (Professional) in HW V?
You can transfer *all* of your sample set licences from v4 to v5 (via the 'File | Initiate migration of Hauptwerk pre-v5 sample set licenses to this version ...' menu function), or none -- you can't transfer them individually. Once you've transferred them, they can no longer be used in v4, and you would no longer be able to launch v4 itself in licensed mode. I.e. transferring them is a one-way process (as covered in that FAQ post: viewtopic.php?f=10&t=17833#p133611 ).
Hope that helps.