Thanks for trying it out. I did extensive testing last night as well, and not only does it exhibit that behavior when inserting the "same" template, it does it whenever you insert ANY track template that has custom icons (i.e it doesn't have to be multiples of the same template).
It also does it with ANY/EVERY custom icon, except for the automatic defaults -- including just the plain colored squares. As a matter of fact, if I Load an icon that's the VERY same image as the default icon from the Default directory, it will do the same thing.
I'm baffled.
So I started looking into the display thing. Typically I run 1280x1024 on dual monitors (Viewsonic VX924 and VX910, video card is a Matrox Millenium G550), but I tried the range of other resolutions as well. Thought I had a breakthrough when I switched from 32-bit color to 16, as it seemed to fix it... turns out it was a fluke, and that's the most frustrating issue with the problem: every so often, it'll work as it should. Well, for 5 or 6 tracks, then it'll start doing the wacky resizing thing again.
I can't help but think there's some control/configuration file somewhere that got obliterated when I reorganized my directories -- something that tells Cakewalk how to keep the icons under control. Since you can't seem to replicate, and no one else appears to be having a similar problem, it seems clear that this issue is specific to my system.
As always thanks for your help. Any other direction you can point me toward is appreciated!