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Thanks for pointing me in the right direction. This is a completely new concept to me, and I'm not quite sure I get it. How do you get the images that you want to use into the "strip"?
You'd use a graphics editor like Paint or Paint Shop Pro to set up the icon file as you want it, and then you'd configure your TOC to use the icons in this file instead of the standard TOC icons (see "Customize HTML Help table of contents").
Before you do much work on this, though, it's worth noting that Microsoft never properly implemented this feature in HTML Help, and consequently it is so handicapped as to be barely worth using. See these articles for more information on the problems and some possible workarounds: