Haha, It's not that much of a mess. I've seen messy projects, this doesn't make me cry 
You have your image in a variable. To get the image, the browser first goes up two directories. My guess is that your image works on files in some directories and not in others. A variable doesn't change the path. It doesn't matter what kind of image you add when the path is wrong.
You may want to place the image in a snippet and add those snippets to your pages. When you add a snippet, links for images are handled by RoboHelp.
If this doesn't solve your problem, please post back.
Greet,
Willam
PS. Since you're new, ust one bit of advice
You have quite a lot of inline styling. (This happens when you click the bold button or so instead of selecting a style.) This will give you headaches when management suddenly wants all your italic screen names to be bold and blue. I believe it is a worthwhile investment to create a character style (span style) for every use of special formatting. When management suddenly wants a different style, you only have to change your style sheet and not manually go trough every topic to check your styling.