"required" depends on the bike and the exact setup in question, and also your requirements....Every bike and exhaust combo is different, some run well enough without any tuning, others get really bad flat spots and hesitation. I have had full systems run almost perfect with no tuning at all, even after tuning very little increase in smoothness or HP at all, and basically a waste of money...Then on the other hand I've had bike with just a slipon that ran like crap without tuning...
It really depends on what you want out of the bike, and how smooth you require it to be for your liking...I wouldn't tune now because of the cold weather conditions, you should tune in the weather that you do most of your riding in...If you tune for this weather it will run like crap in the summer, unless you have some sort 02 sensor tuning unit to make changes, or want to pay for more re-tuning in the summer....
Some people have really badly tuned bikes, and think nothing of it...I'll test ride it and tell them it runs like crap, but its good enough for them so they just leave it...Ive been at a shop when a customer was complaining about a flat spot when he holds his bike steady at about 8000RPM, only to have the tuner tell him "well then how about you don't hold the bike at 8000PRM" LOL