Based on this, it sounds like you know your way around a Brannock Device. My humble suggestions for a first build would be as follows:
1) Go to a good, reputable local shoe store - get the most experienced salesperson to measure you on the Brannock. Take pictures. Get someone else to do the full foot tracings and measurements!
2) Send a set to Kyle and to White's for dual opinions. First ask which last is best for your foot shape - ignoring for a minute length and width. Then ask what size they would recommend in that last. If the two are close, go with the larger size. If they are not close, go with Kyle's recommendation. Do not throw common sense out the window. If your Brannock is 13EE, don't let anyone tell you you need a 10.5C for example.
3) Brown Dress is a perfect leather for your first build... it is the most versatile leather White's offers, and is a classic... even if you have 20 pairs some day, you will always have room for brown dress.
4) On a boot your size, go with the double midsole and a commando sole if you want the uninterrupted heel stack, or a 430 or 700 or 269 if you don't care. Although I am a fan of double leather, don't try to get too fancy on your first build... stick to the tried and true... there is a reason the classics are classics.
5) Most of all, keep it simple for your first build...if you decide you like them, there will be many more to come... trust me.
1) sadly, I had to train myself how to use a brannock because I couldn't find anyone locally that knew how to do it. I have to drive pretty far to find a boot shop that knows what theyre doing.
2)Thats my game plan. I've tried for so long to find something that fits me that I'm willing to let someone else that knows what they're doing make the call
3)The more I've talked to you guys one here, the more I've come to my senses. I'm definitely going to go with the brown dress. I have been giving some thought to going with lace to toe though. I've seen some pics of that same type of build on the swing last and thought it looked killer. However, I've also been brainstorming and wondering if they would do the MP-M1 pattern on a swing last. I love the look of that one piece counter and back stay.
4)In the case of the commando sole, I would want to order a single midsole with it because the commando comes with a leather midsole as part of it, correct? I thought I remembered seeing a post on here way back that said a double midsole, as well as the commando was to thick for their machines to sew through? If I went with something other than the commando or composition, it would probably be the 269. I've heard, maybe even from you, that it does half decent on ice and rainy surfaces. I also like that the rear section of it is pretty thin through the heel stack.
5)I'm well aware of what a slippery slope boots can be. I've gone through numerous pairs of red wings and thorogoods over the years. Didn't really need them all, but I "had to have them." I more of a t shirt and jeans kinda guy, I'm not real into the fashion end of things. I just appreciate a good looking, quality leather boot, the patina they develope over the years, and the story it tells. The craziest I'll get with a build is probably rough out bottoms with a smooth finish vamp I hope the whites addiction doesn't get to bad...I also just started a journey into the world of cast iron cookware. Thats a whole other rabbit hole!