Here is the full list of all 38 Freeman: Guerrilla Warfare achievements.
Land 1000 headshots
Fully upgrade your Stealing skill
Fully upgrade your Agility skill
Forge 3 alliances with other nations
Kill 1000 enemies in total
Reach Level 30
Kill 100 enemies with grenades
Possess 1,000,000 Zolties
Win 50 battles
Kill 100 enemies with shotgun
Fully upgrade your Medicine skill
Fully upgrade your Intelligence skill
Kill 100 enemies with submachine gun
Kill 100 enemies with pistol
Land 100 headshots
Reach Level 10
Possess 100,000 Zolties
Win 10 battles by yourself
Kill 100 enemies in total
Reach 50 Reputation
Reach Level 5
Die 50 times
Lose 50 battles
Fail at stealing 50 times
Steal 50 times
Plunder 50 times
Recruit all available companions
Throw 200 grenades
Defend your city 5 times
Forge 5 alliances with other nations
Possess 5,000,000 Zolties
Construct 50 buildings
Accept volunteer troops 5 times
Have -200 Reputation
Have -100 Reputation
Have -30 Reputation
Reach 300 Reputation
Reach 500 Reputation