Q:

UIDevice Orientation

I have the following code in a method.  When I run this in the simulator the debugger skips right over the code??  What am I missing? 
if (([[UIDevice currentDevice] orientation] == UIDeviceOrientationLandscapeLeft) || 
        ([[UIDevice currentDevice] orientation] == UIDeviceOrientationLandscapeRight)) 
{       

} else {

}

A:

The best way to determine interface orientation is to look at status bar orientation:
 UIInterfaceOrientation orientation = [[UIApplication sharedApplication] statusBarOrientation];

    if(orientation == UIInterfaceOrientationPortrait || 
       orientation == UIInterfaceOrientationPortraitUpsideDown) {

       //Portrait orientation

}

if(orientation == UIInterfaceOrientationLandscapeRight ||
   orientation == UIInterfaceOrientationLandscapeLeft) {

    //Landscape orientation

}

UIDevice class measures orientation based on accelerometer and if device lays flat, it won't return the correct orientation. 

A:

Note that there's a macro UIDeviceOrientationIsLandscape and UIDeviceOrientationIsPortrait, so instead of comparing it separately to LandscapeLeft and LandscapeRight you could just do it like this:
if (UIDeviceOrientationIsLandscape([UIDevice currentDevice].orientation))
{
}

A:

Update 2
This shouldn't matter, but try turning on orientation notifications:
[[UIDevice currentDevice] beginGeneratingDeviceOrientationNotifications];

[[NSNotificationCenter defaultCenter] addObserver:self selector:@selector(detectOrientation) name:@"UIDeviceOrientationDidChangeNotification" object:nil];

Update
My bad, I assumed it was empty. 
Try removing the or statement and just test for a single orientation.  See if that fixes it.  Maybe there is a bracket problem or something silly. 
I have the following test working in production code, so your technique should work:
    if (([[UIDevice currentDevice] orientation] == UIDeviceOrientationLandscapeLeft) || 
        ([[UIDevice currentDevice] orientation] == UIDeviceOrientationLandscapeRight)) {

}

Original Answer
You have to actually put statements in the if blocks to get it to step in. 
The debugger is smart enough to skip over empty blocks.