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I figured out the problem - the class assigned to the Heading 1 in some topics had a negative margin assigned to it (margin-top -6pt). IE didn't like this when displaying the text in pop-ups. One of "those browser things", as Firefox had no problems with it. Once the class was changed to use a different value (.25 em), the pop-ups display correctly.
I am having the same problem. I recently had to change from WinHelp to HTML Help and now some of my popups are working and some are not. I've checked the margins as indicated above, but that was not the problem. I've tried re-saving the image as a .SHED image and recreating the hotspots and it still will not work. Other topics with other hotspot popups are working.