Hello,
I have forwarded your question to Stardock Support Team for their assistance. Please keep an eye on this thread for any updates. We appreciate your feedback and patience.

Thank you.

Basj,
Stardock Community Assistant

Hello, I believe this depends on the icons provided by each application. Some applications include multiple icon sizes, while others only supply a single size. Because of that, certain icons may not scale correctly.

Perhaps you can try to use custom icons or images when there is icon that don't size correctly.

Thank you,

Basj,
Stardock Community Assistant

Not really sure what you're trying to get to? Please elaborate with some some screenshot might help understand it better.

Thank you,

Basj,
Stardock Community Assistant

If the icon has a grey box around it then the app lacks high resolution icons.  Usually nothing above 48*48.

We try our best to avoid this but sometimes it is not possible and the box is added by the OS when requesting bigger sizes.

Icons requested scale with os resolution.  Windows will typically downscale the 256*256 icon to whatever we request.

The icon loading is identical but one may be from a different shortcut which points to a different icon file.

Just as a quick update, I took a look at where both the Desktop and Start Menu shortcuts were pointed to in looking for icons and found that they both were looking at the same .exe file. 

I'm aware this isn't a significant issue to warrant putting a lot of effort into for fixing (if it is on Start11's end), but I do like digging through and finding stuff like this so that maybe it could be noted down in the future. Otherwise, I don't have any major concerns and I was only posting out of mild curiosity!