So.. Overnight I have done a lot of soul searching (and a lot of sleeping too). I took in account what you all mentioned and suggested and here are my conclusions:
The Case Stockman had an overwhelming victory over any of the others, probably due to the prettiness of it. This pattern is very handy an can handle pretty much anything a large range of knives would be used for (whittling, food prep, office space cutting shores), but the extra 5/8th over 3 inches shows in how much weight it adds to the pocket. It is simple and nice to carry though, because of the round bolsters so its size is not a large downfall at all. However, I don't whittle often in my urban life.. I do sometimes while I am at home or on trips to the Nova Scotia region. Because of this and due to the fact that I carry a stainless Victorionx pioneer in a backpack all the time and have a spartan in my glovebox.. I have decided to limit my in-pocket carry to less than 3". This is a size of pocket knife that I can comfortably carry to meetings, offices, and even if spotted at inappropriate locations it won't depict me as a threat waiting to happen.
I find it very hard to leave that beautiful stockman in my knife box.. so it will be my designated whittling knife. It will be in a kit with a hook knife and a few other little helpful tools for that purpose probably resting most of the time on my desk at home (I still feel like it is a sin to leave it there though). It will come with me on trips to the country or camping overnight's though!
The little yeller peanut will be my main carry, with a few of its similar sized friends in the knifebox for "backups" or "give-aways". There is absolutely nothing wrong with the Buck knife but I just can't seem to get on board with the grind of the knife. Also the cutting edge of the largest blade is actually shorter than the cutting edge on the peanut making the less than 1/2 inch the only benefit to carrying that buck medium stockman.
So there it is.. a decision has been made and I move forward with a peanut, a Fenix E01 and a bunch of cards and cash in a rubberband all in my right front pocket with a hanky on my back pocket (Its winter and things can get messy sometimes).
I really appreciate the input from everyone to help me see the + and - 's of each one, it really helped me see what I wanted in perspective and more clearly. I did a more visual comparizon of the blade length of each blade in the stockman vs the peanut.. here is what I got from measuring the full cutting blade length (the base was the bottom of the page and the tip of each blade is marked)
I would hate to see the Buck knife put away permanently so if you are interested to use it shoot me a message and we can see how I can ship it to you in exchange for something that I could keep with the rest of my peanut buddies..
Here is a picture of what is in my knifebox for now on. The rest were sold or sent away to better homes for their use

It feels nice to pass on the goodness of a good pocket knife.
PS: I am not sure if anyone has mentioned this one yet.. but Grohmann has these on Clearance and they look like great serpentine knives.