Your best option would be to backup data and configs, and reinstall fresh. There are so many releases between 4.1 and 5.4 that you're going to spend a lot of time just to get to -current or -stable 5.4, while you're still gonna have to modify config files that have changes since 4.1 that it probably wouldn't be worth the time and effort. As far as skipping versions, first you're gonna have a lot of issues going straight from 4.1 to 5.4. If you just look at the changelogs between each version, you'll see a lot of things have been removed or considered defunct, and configuration for services may have changed dramatically (pf and softraid, for example).
Do yourself the favor and save the headaches by just reloading fresh and porting over any configs. On Thu, Feb 6, 2014 at 4:49 AM, davy <davy.van.de.mo...@gmail.com> wrote: > Hi, > > I've recently was asked to take over the maintenance of an old OpenBSD > machine, which has not been updated in the last 7 years. > > Currently the machine has been running for close to 1000 days on 4.1. It > has been a while since I worked with OpenBSD (shame on me), and I'm really > not sure what the best way would be to upgrade this machine, knowning I > don't have a serial or local access to the box. > > Can I do a 4.1 -> 5.4 in one shot? > > thx! > Davy
