Cyberduck user group and file permission

I'm new to web development and unsure about how to deploy a Silvestripe website with correct file permissions.

Does Cyberduck keep the same file permissions as on the local computer when uploading files? (this assumes not changing preferences in Cyberduck)

How is the group handled when creating files on the remote host? On my local computer the files have group "staff" but I need them to be "www-data" on the remote host.