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I have the same truck, pulling a Big Sky. Mine will 'chuck' at times but it is only when I'm on a bad surface. A road with concrete expansion joints (even when covered with asphalt) is usually the culprit.
I have a Moryde shock absorbing pin which helps a lot and I also have a Trailer Saver air ride hitch.
Regarding the brakes issue, I've never noticed a delay on release. I do notice a bit of delay if I'm stopped. When I actuate the trailer brakes for a tug test I notice that the rig will move a little before the brakes really lock up. I always assumed this was just due to the slack being wrung out of the system. The brakes are magnetically actuated but rely on mechanical linkage to apply the real force. The magnets just get things going.
Update: Just thought of another thing regarding chucking. I can also get some bouncing when starting of from a dead stop (usually on a hill) if I apply too much power. The Cummins has enough torque to get the rear wheels bouncing up and down. If this is happening I just back off a bit.
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