Yes. A SkyConnect user has to be provisioned on the SkyConnect servers and added as contact on the O365 setup. A O365 user has to be provisioned on O365 and SkyConnect. On SkyConnect, the mail system of the user is set to Others.
While mail transferring from Office365 to Skyconnect through send connectors where the email will land in Skyconnect (Spam Box, Relay Server, Mail Server)
The mail will land on the mail server and will be directly delivered into the mailbox of the user.