Brad,
You have two problems. One of which is a common mistake with DotNetNuke.
the ID tag of your skin, when parsed by DotNetNuke, is renamed. So when you reference it in your CSS, well...your really not referencing anything 'casue that ID no longer exists :->
BUT you MUST use the ID tag in the skin in order for DNN to turn it into an actual pane right...so here's the solution, use "classes" instead for all CSS, and just forget about the whole ID business(I can't even think of what ID's are called in CSS anymore :->).
The second problem is your url, you should have ./images/logo.bmp <-- AHHH!!! Are you using a BMP? you're going to hold the world record for the slowest loading webpage in the world if your using bmps! :->
Anhyhow try this for your code and see what happens:
<td id="logoPane" class="mycssLogoPane" runat="server"></td> <!--In adition to using classes, prefix the class with something unique so that you don't conflict with someone elses work accidently -->
And the css:
.logoPane
{
background: url(./images/logo.bmp);
}
I"m thinking you shoulds run through your skin looking for those problems, and you'll probably cure alot of other "strange" things that are happening!
Good luck and don't give up! It's worth the effort