The grade brake on an Allison transmission is a multi-control activated device.
First turn it on and consider leaving it on.. This will not harm performance or millage. In fact, in normal driving the thing operates in "Standby" mode (does nothing save monitor the other switch,, that switch is the brake pedal switch, same one that turns on the brake lights).
To engage the grade brake, Depress the regular (What I call Service) brakes. Slow a bit, you will hear the engine kick up in speed, THIS is the grade brake cutting in, normally it would not do that till it gets down very slow.
To cancel grade brake when you get to the bottom of the grade.. Press the accelerator pedal. (or resume cruse control) or turn it off, but frankly, no need to do that.
NOW: Some folks seem to feel using the grade brake will put additional wear and stress on the tranny and lead to early transmission failure.. I'm not one of them.. but I pass on that bit simply because I read a lot and that includes their posts in other forums.
But the grade brake does not engage till you use the regular brakes, It also will not engage if you are going too fast (No need to spread pistons all over the country side)
Though I think my Allison needs a bit of a computer flash.. That dang thing is smarter than I am. It works well to protect the engine while using engine braking to slow the vehicle on hills.
NOTE: in normal flat land driving, use of the grade brake means it downshifts very quickly, thus adding engine braking to the brake mix and reducing wear and tear on the service brakes.
But it only works when you press the main brake pedal for a bit, Just how long I don't know, Sometimes I have to press two times to get it to engage. I have seen it downshift 2 gears here in SC on a few hills I'll be going down tomorrow.