HP Laptop often reverts my HP Monitor to Generic Non-Pnp setting

I have two HP PC's, both connected to a IOGEAR USB KVM Switch. My Home Desktop is an HP Pavilion Elite HPE. My Work Laptop is an HP 6530b. The monitor is an HP 2010i. The home desktop is running Windows 7 Home Premium, while the work laptop is on Windows 7 Enterprise.

The ideal screen resolution (and my preferred) is 1600x900. My Desktop Pavilion never has any issue with proper screen identification. My Work Laptop 6530b, however, drives me nuts. Not every time, but probably about 50% of the time, when it boots up it does not recognize the monitor and instead changes the settings to Generic Non-pnp monitor. Then to make things worse, even if I go into Control Panel and click on 'Detect', it will find I have an HP 2010i monitor, but it still won't allow the proper Screen resolution (not high enough). If I reboot, SOMETIMES it will come up with finding the monitor and will then allow me to change the screen resolution to 1600x900. But of course every time I go through this, I have to re-arrange my desktop icons because they get scrambled every time the screen resolution gets changed.

I cannot figure out the pattern of why sometimes I can boot up the laptop just fine with no corrections needed and other times the laptop will not recognize the monitor. All the drivers are up to date. Anyone have any thoughts?