The (non)upgrade report should be in your mail.

I have had that happen when e.g. a filesystem was not clean;
basicaly, whatever fails during the automated update,
it will not be happening. And some machines are known
to behave differently with various peripherals detached.

        Jan

On Dec 25 16:30:34, [email protected] wrote:
> To provide more details on my situation:
> 
> I am connected via ssh.
> I launch sysupgrade.
> It creates the filesets in /home/_sysupgrade and it creates /boot.upgrade
> 
> Then it reboots, all filesets are deleted, but the system is still on the 
> older openbsd, as evidenced by “uname -r”
> 
> I have 2 ssds each running openbsd, but the UEFI is clearly specified to boot 
> against one of the SSDs.
> 
> Maybe it’s not booting correctly against /boot.upgrade? I can do “sysupgrade 
> -n” and then instead of “reboot”, can i boot explictely against 
> “\boot.upgrade”?
> 
> Thanks
> 
> 
> > On 25 Dec 2025, at 13:40, Hide My Email <[email protected]> wrote:
> > 
> > Hi all,
> > 
> > I have a weird situation. I am upgrading an old system that was on 7.5.
> > 
> > I upgraded 7.5 -> 7.6, then 7.6 -> 7.7 and now 7.7 -> 7.8.
> > 
> > I ssh into the machine and run sysupgrade.
> > 
> > When I give it 5 minutes, and then ssh back to it, the upgrade has not been 
> > applied.
> > 
> > However, if I connect a physical screen to the computer (via HDMI), and 
> > then launch sysupgrade via ssh (the same thing), then the upgrade works.
> > 
> > That makes no sense to me, but I've consistently seen that happening three 
> > times now.
> > 
> > Does anyone have an idea of what I should look into?
> > 
> > Thanks
> 
> 

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