There is a real possibility you will run into a component of Creative Cloud that will not run for similar reasons and this discovery may well come to light at critical moment of an involved project.
This may be be due to both licensing restrictions as well as due to the hardened security in the Server OS.
Adobe creative suite recommended specs 2016 software#
A couple of not particularly good examples would be Nero (the CD/DVD burning software) and client versions of antivirus software products. Among the many good reasons for not doing so is that it will be virtually impossible to find anyone who can help you solve any problems that may come up, even informally, simply because no one else or almost no one else is doing it! Certain other software that you might plausible want to use in conjunction with Creative Suite/Cloud won't run. I do not know if Creative Cloud would work on 2008 R2 but have every reason to think that it would do so long as it were configured as a workstation and was not being run within any form of virtualization (noting the guidance from Adobe given early in this thread).
Obviously CS4 and CS6 are long superseded but of course do still work if you have licenses for them. Adobe Creative Suite 4 and 6 both did and still do run without any obvious limitations on Windows 2008 R2 subject to desktop experience being activated, all dependencies being installed and security and performance settings being adjusted to resemble Windows 7 as closely as can be done. This is a best effort to answer to this old thread without either judgement or recommendation.