Hi,
For some versions now my main Opnsense won't reboot itself after the upgrade/update, even when it's needed.
The installation happens normally I just have to manually do it later. It's not a major issue, but I just got curious about the reason.
Some service, plugin or third party tool blocking reboot. That's all I can say for sure here. E.g. Ntopng can be like that. But it has also happened for Suricata and Web Proxy in the past although less common.
Cheers,
Franco