[bestgenman]

One more thought on this problem.  These compressors do not like to start with head pressure so, as Richard has stated, the water separator could be holding pressure and not relieving at the end of the cycle and consequently keeping head pressure up.  It's a pretty far stretch to think it could hold pressure for a long time but worthy of consideration.  If you have leveled manually with the HWH system by adding air and your finger tires releasing the tactile switch momentarily, the compressor likely will not restart rotating the crank because of the head pressure.  It's a case of not enough horsepower to overcome the resistance but then if there was enough,  you'd likely damage the piston or crank.