I can confirm the connector worked for me when I tested yesterday. I haven't tried anything advanced yet (multiple UPNs, etc), just spun up an instance, installed the agent, and pushed some test users.
I'm still trying to decide if this path is going to work, but it's mostly around Samba4 limitations. I'm also not sure if it would be possible to automate the AD agent install & web auth as part of a server bootstrap.
I did some setup with this tonight, I think it may work in our use cases if I can figured out how to have okta users created in Simple AD. If it were a different okta app I could consider this provisioning. Sending in a support ticket. Let me know if you make any progress on your side.
Create an Okta group, assign the group to the directory, assign users to the group. If you want the actual security group to appear in the directory as well you configure Push Groups in the directory settings.