I’ve been running FreeBSD since 1998, 2.2.2, as well as pfsense and now currently TrueNAS.
I’m satisfied with what I use, but there are some unbaked annoyances, like how jails basically don’t have an orchestrator. Another is how Salt seems to be falling behind, and Ansible just has ok support. No one seems to have bothered making a module for TrueNAS and Ansible.
XI seems to want to move over to Linux with their SCALE product, which would be really annoying if in the end FreeBSD is dropped.
I don’t have a whole lot of doubts, but I do have a wishlist and having more deployments at sites would keep the toolkits flowing.
Have you seen https://github.com/samuelkarp/runj ? I have some hopes for that as the glue to do orchestration on jails.