How short are we talking here? Yes, balance,as well as momentum--having some mass that is farther in front of you adds momentum without adding much weight, and helps with your wingshooting, especially with a lightweight gun. It's not really worth fighting over a couple inches, but you probably are not best-served for wingshooting to go truly short like a tactical shotgun. My initial recomendation was for a 26-28" barrel assuming you go with a pump or semiauto. Shorter than this is abnormally short and is generally for turkeys or indoor use (ie tactical type stuff), longer than this is probably going to feel in the way once in a while carrying it in the woods. A double has a shorter action, so you can add several inches of barrel length and have the same overall length of gun. The answer of whether you can get things "right" is entirely dependant on you...not knowing what you want, where you live, how you'll use it, or what the barrel length question is about--other than an all-around hunting gun--I'd say a 26" pump/semi is great, 24"starts getting noticeably short to me (and harder to find), and 18-20" is downright stubby and will feel correspondingly less stable when moving the gun. But they all go bang just fine. If you're getting one gun to do 17 different things there's going to be some compromises in there, you cant have it all. It's just one more thing to add to the list of priorities. Resale value is another consideration maybe.On barrel length, if I'm reading correctly it's more about the balance than the actual length itself...? Could one get the balance right somehow with a shorter barrel?
As mentioned above, a lesson is never a bad idea. It's not cheap but neither is trial and error. If its within your means it certainly would let you try some of this out and make a more educated decision for yourself.