Also some of the perks you chose are just ridiculous:Cowboy and Grunt?
Hey, I took cowboy and grunt.
1st because I like revolvers and the lever action rifles and shotgun. (.44 mag or mysterious magnum, cowboy repeater until trail rifle, lever action shotgun, chance's knife, dynimite)
2nd because grunt wasn't out yet and when it did it made some other guns I liked more usable. (All-American, Survivalist's rifle .45 and Light in shining Darkness, Chance's knife, grenades)
3rd because its MY build ( or more to the point of your post HIS BUILD to do what he liked with)
Take 2-3 guns you use regularly, stims, doctor bags, whatever chems you use, food ect. if hardcoe mode and Favorite/Best armor (I never need/use more than the best I have on at the moment, but I have juryrig to repair, if unique or hard to find bring second set to repair.)