ORIGINAL: HighPlains
It's not too bad flying in the cold if you bundle up and have shelter. But when it gets around 20 degrees F, you start having problems with the engines and fuel systems. You certainly don't have to wait for the frequency pins, or have any problem with too many in the air.
zero is usually my temp at which i quit... (won't see a daytime high of 20 until march!) sun shining, no wind, and zero isn't actually too bad. trick is you do not want the engine getting very cold, have it fueled up before you get to the field if possible, start it as soon as you can, then fly until your fingers are numb. I have gloves that have the index and thumb tips cut off, I hate flying in full gloves but having the tips exposed at least gives me some tactile feel and keeps a little more warmth in the hand. (having one of those chemical hotpacks in the gloves helps!)