Forgot to say I'm using RH7.
I had a similar problem in that if I had a topic in one position (where I wanted it), an image did not print. If I moved the topic in the TOC, the image did print.
Eventually we found that compiling on a different PC fixed the problem. The second PC had more RAM but that should not have been an issue.
Can you try the same project on a different machine?
I'm about to go offline for several hours so no quick replies to whatever you may post back.
See www.grainge.org for RoboHelp and Authoring tips
I can't easily try another machine but I will do when I get a chance to set it up. In the meantime I have found a workaround, namely that I am using the new topic as the start page so it doesn't actually NEED to be in the TOC. And at least I know it wasn't something I did wrong.
An update on this issue:
I have recently transferred to a new faster machine (running Vista instead of XP, not sure if this has any relevance) and so far, the problem hasn't occurred under similar circumstances.
So far, so good.