....like to sit on either the port or starboard side of the boat and pull on the wheel to keep her running true by sighting along one rail or the other.
1. Remember this is not a car, you don't have power steering, the force to turn the rudder is all mechanical adn while the system gives you mechanical advantage it is still wearing on you.
2. Also sitting on the windward side while the boat is heeling allows you to see boats coming from your straboard side who are stand on vessels, meaning you are the give way vessel.
3. The only time I like sitting behind the wheel is downwind on a run. Then the boat is not heeling and you can see ok.
4. After sailing for a while and trying these things you can then decide to change if you have a preference. You'll find that access to the winches down below is likely a cutout with a cap so moving them may be a bigger job than expected. Also see if that section of the coaming is reinforced for the forces involved.
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1. If the sails are trimmed properly, there should be little pressure on the wheel or rudder
2. I don't get this one at all!

It all depends on what tack you are on.
3. I agree completely. It's safer, for one, because you're behind the aft-most point of the boom, plus you almost NEED to be there to steer properly.
4. Very good point. To move our winches back on our C34s, which only a very, very small handful of folks have done, requires additional access from below, which is tremendously difficult on one particular side of the boat.
Hermit - I think one of the reasons people get "obsessed" with this "behind the "wheel" thing is the advent of those humongous navpod electronics arrays that are placed at the binnacle, almost "requiring" the skipper to be back there. I find that horribly constraining and we are relative minimalists when it comes to that stuff. We have our ST3000 control head in the middle, between the cockpit and the wheel, easily accessible from either side. We have two Snap-It white plastic holders for our GPSs attached to the binnacle, with the raditional teak cup holder. On the side of the cup holder I put in a footman's loop for hanging the handheld VHF. Everything is there, but I don't have to look over, through or around a big splash of plastic and electronics. I singlehand a lot with this arrangement.
While I fully understand your "chance" to make the move now, what I recommend is that you try out what you have for awhile until YOU feel that's it's the right decision for YOU, since you haven't had much expereicnce yet sailing your new-to-you boat.