Our software is able to retain the NTFS permissions. With that said, if a folder or a file has permissions for domainA\user1 when it copies to destination, it would remain as domainA\user1 and not translate it to the other domain. Not sure if that was what you are asking.
We copy to the cloud with no issues. Also if your cloud is running a full VM, you should consider the enterprise version which has superior option to copy across WAN connections.
Long pathname support is fully supported out of the box. If you run a copy job and our software detects a long path, then it knows to change to the proper algorithm and technique to deal with it.
Great questions. Please let us know if you have any further questions or need any assistance.