Danvers:
In Danvers we grab the #10 squirrel and the fire axe. Note that Shelia will automatically join your group following Danvers meaning we can check her off the list of travel-able characters.
Remember to dismiss any and all survivors before arriving at Sherwood. This will net you "I Can Handle This Myself."
Sherwood:
Sherwood is the second to last stop along this playthrough. During this run we are going to grab Harrison (one of the two optional survivors), squirrel number 11 and poster number 5.
Going into Firesign make sure you have at least one gun in your inventory as we need to go for the achievement that requires to have only one gun and one bullet in your inventory (Well get to that in a bit).
Firesign Stadium:
Well you've made it to the last stop on this playthrough. We've got a few things to do here as well so let's get prepared. We grab #12 squirrel, the assault rifle weapon, and a few quick achievements.
Throughout this mission be sure to kill walkers with GUNS only. If you are able to do this then you will unlock the "Say Hello to My Little Friend" achievement. Continue onward to the end and when you are in the turret be sure to drop everything except the gun which should only have one bullet and will net you the "Down to My Last" as well as "Guys Night Out" if you only brought Harrison with you to the stadium.
Phew! With that juggernaut down we can move into playthrough 2 and really push through that a bit faster.
Playthrough 2: Girls Just Want to Have Fun
For this second major playthrough we will be flying through many of the missions we already did and will grab the remainder of a lot of these bigger achievements. Also note that we want to roll with the girls this time around so make sure to take Mia with you Sherwood minus any guys. If you wanted to you could get men in your group and then send them on suicide scavenger missions to get "Stay Together, Stay Safe" as it would be easier than trying to farm it later.