It would be a good idea to add the required or recommended Chapter for the achievements. There's a few achievements that are specific to certain Chapters, so for example you could do...
Hard Choice 15G
Shoot the helicopter pilot with a Magnum at point-blank range.
(no idea what Chapter it is, hence my point.)
Play Jakes campaign and make sure you're Jake. When you get to chapter in the open area with the Helicopter climb up one of the building and then climb the rope. Once you've climbed the rope blast the pilot. Does not have to be with Magnum. Can be done with his starting pistol also.