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How exactly have you specified the bullet?
I ask because if you used the CSS file, you will probably see some odd behavior. I've never been able to make image bullets work from the CSS file.
The only way I've seen them reliably work is by using the following steps:
Select the paragraphs that should be bulleted and apply the bullet.
Select part of the first and part of the last paragraph. Then right-click the selection and choose "Bullets and Numbering" from the context menu.
Click the little file browser icon on the lower right, browse to and select the desired image.
Well.... I was afraid somebody would ask. I am using a style that I created in the CSS through RoboHelp. Maybe I should consider myself lucky that two out of three work.
I gather that you are saying that I would need to do what you describe for each paragraph individually. That's not a practical approach for me, as you can imagine. But I might try it for just those instances that are not cooperating. If that doesn't work, I'll just have to not use my cute little bullet icons.
I'll report back when I get an opportunity to try this.
If you plan on creating Printed Documentation later on, I suggest you run a trial early on.
We have a couple of image bullets in our stylesheet. Make sure you have the image in the same location as the stylesheet, that way you don't have to figure out relative paths.
One other place we use an image we had to specify a -25px margin for the P.Bullet part of the style so that it worked. The P.kadov-P-Bullet part doesn't have the -25px specified. We just played around with the margin until we got it looking okay in the Design, Preview and Output.
If you're using RH7 or 8 you might not have the kadov bit, but I haven't got those versions available at the moment to check.
If the image is not being called from within a topic (only within the CSS), RH might be unaware that it exists at all, unless you've added it to Baggage. Try that.