You got some pretty good right foot control to keep a little pressure on it everytime. Agreed on the PP Box. I hope to get mine flashed soon w/a Turbo upgrade and sell the PP Box. They couldn't even sell me a box a couple weeks ago because the EPA had them shut down on their Power box sales. I found in on national CL search.Mine comes on when I let off accelerator pedal but I very rarely let it come on when I am shifting. I don't let off of the pedal all the way when I am shifting i guess. Now you have me wondering how I do it for sure. I will have to pay more attention today when I am driving it to see how I do it for sure. Mine doesn't come on with the brake pedal. If I have the cruise on I have to tap the clutch pedal to activate it. We have a truck with a Detroit in it that I can't upshift with the jake on. I guess it just depends on how sensitive your accelerator pedal is.
Be careful with those Pittsburgh Power boxes. I know they make crazy power but they will cause you problems as well. Bossman had one on his truck and it caused his motor to blow two head gaskets before he took it back off. He got the ecm reflashed with a new tune and that fixed the head gasket blowing problem and he had just as much power if not more.
I just got the truck back from the mechanic this week for a DOT inspection and they had it set with about 2" of free play and set the clutch brake. Now it just drops in gear with ease. First time they did that to my other truck they set it with some free play and when I asked about the free play he said that's how it should be when set right. Took a bit to adapt. Today I tried your method and it worked good.If you don't want the Jake to operated during upshifts, if your clutch is adjusted properly, you should be able to depress the clutch pedal just within the "free play" range, not the clutch "disengage" range. That should cut off the Jake from operating.
If you don't have any clutch free play, if I'm your mechanic, I'm climbing your tree.