Shortcuts with Non-Executable Files Can’t Be Pinned to the Windows Start Menu

I noticed something odd recently.
I usually pin my favorite shortcuts to the Windows 11 Start Menu,
but Jump Desktop’s .jump connection file just wouldn’t pin at all.

After some trial and error, I realized Windows simply refuses to pin files
that it doesn’t consider “launchable” — .jump extensions are one of them.

The fix turned out super simple:
just wrap it with the actual Jump Desktop executable like this:

"C:\Program Files\Phase Five Systems\Jump Desktop\JumpClient.exe" "C:\Users\User\AppData\Local\Jump Desktop\Client\Servers\Computer - XXXXXX-Mac-Mini-M1 - XXXXXXXXXXXXXXXXXXXXXXXXXXXXXXXX.jump"

Now it pins perfectly, and the icon can be customized too.
Sometimes, Windows just wants you to wrap things nicely