Landmarks in instructions
When you give travel directions, you include landmarks, and “gone too far” points. Turn left after you cross the bridge. Then look for my street and make a right. If you go past the water tower you’ve gone too far.
System administration instructions are much easier to follow if they
include those kind of check-ins there, too. For example, if you explain
how to set up server software you can put in quick “landmark” tests,
such as, “at this point, you can run nmap and see the port
in the results.” You can also include “gone too far” information by
pointing out problems you can troubleshoot on the way.
A full-scale troubleshooting guide is a good idea, but quick warning signs as you go along are helpful. Much better than finding yourself lost at the end of a long set of setup instructions.