Many people here are running with aftermarket setups. The stock LP idled at 14 to 15 lbs on a good day. I personally run 20 psi due to a 6 lb pusher running in series with my stock LP, and have been doing so for over 25K miles with out problem. When it gets cold, the pressure drop around your FF increases and this accounts for your drop in pressure. At freezing temperatures, I will get a 5 pound drop around my filter resulting in 15 psi at the VP. I only run #2 summer blend. This in itself, I believe, is grounds enough for running a pusher, not to mention the benefit of taking a lot of the load off the stock LP. However, if you have the Airdog, as you say, Run a full tank of winter blend with quart of any anti gelling additive and see if increases your psi. This should relieve any worry of the VP going south if it increases your psi. I believe you said you had a new FF?
Kevin