Dragon Age: Origins

Here's how to get both "Liberator" and "Pragmatist" in one playthrough.

When you get to the "Anvil of the Void" area in the Deep Roads, you'll eventually come to a room with four anvils surrounding a column with four faces. After you defeat the trial in that room, SAVE your game, because you're at your decision point. Through a tunnel and into the next room a cutscene will play and you'll have to choose between Caradin and Branka.

For "Pragmatist" you need to side with Branka rather than Caradin. Keep on picking the choices that lead to letting Branka have the anvil. After the cutscene Caradin will go postal and you'll have to fight a pretty messy battle, followed by another cutscene, and the achievement pops.

At this point if you haven't gotten "Liberator," load from your save and perform the steps in that achievement guide.

Get both Achievements without reloading status:

(Spoiler alert)
1. Side with Caradin - get this Achievement.

2. Afterwards when you talk to Branka, Intimidate her to bend her mind just that much enough that she changes it. Oghren will tell her how she would normally make a decision, then she is going to destroy the Anvil Of The Void even by herself - get Liberator Achievement.
(/Spoiler alert)

Additional Information: To influence through conversation that much, a main Rogue (Warrior) Character is rather required. Otherwise a main Character would need a lot of Attribute Points spent on Cunning in order to have that skills. Strength may not even be a factor on this case, since you are not really threatening that NPC here. When playing normally, the Rogue (Warrior) Character as main is required because that is one who has the Skill of Coercion initially - level it up as much as you see you can. Other main Characters can learn this Skill as well though - but through normal play, it is impossible to increase its value to the necessary sate. If a Party Character has the Coercion Skill initially, even then that helps you not to have its effects in conversation, since the talk is skipped forwards up to the Party leader - the main Character. It means, the Coercion Skill value of the main Character will be handled whenever a conversation is initiated.

Once you've completed Ostagar, you'll be given a few main story quests. One of them is called A Paragon of Her Kind. It involves gaining Orzammar's support. For this you need to head to the Frostback Mountains and follow the path leading to the city. In the city, you'll be given a few quests. These are relatively easy to follow. Then you'll have to enter Jarvia's hideout through Dust Town, which requires a fingerbone token. Talk to Nadezda in Dust Town and then fight the thugs in the slum. Make sure you have enough health poultices. If not, you can reload a save and collect them from the Deep Roads. Many enemies there will have poultices on them. Once you get the fingerbone token enter through the secret door on the left hand side of Dust Town far from the entrance. Once you make your way through the hideout and defeat Jarvia, you'll be given a quest to find Paragon Branka. She's the one who is selected by default to decide who will be king of Orzammar.

You'll make your way to the now open Caradin's Cross in the Deep Roads. Head to the bottom right exit. This is the one that goes to Ortan Thaig, Branka's last known location. You'll have to fight spiders and a few other enemies there. Once you get there, head to the end and read Branka's journal. Now, the Deep Trenches will be unlocked. Proceed normally through this area after the cutscene and you'll eventually come to the brood mother, a massive, static beast with tentacles. For this battle, stay centralized, keep control of your party and kill the tentacles when possible. Just don't let things go astray. Make sure you have at least 10 health poultices. If you have them, you'll be good to go.

Then, proceed through the back-left path to the Anvil of the Void. Once you go here, there's no turning back, so make sure you have enough health poultices. There's one initial difficult fight, but other than that, you're good. You'll eventually come to a Spirit Apparatus. To defeat this boss, you have to kill a spirit next to the anvil you want to fire from and then fire that anvil. Do this until the eyes of all four heads completely shut and are not glowing blue or bleeding. A trick here is to hold your party back and bring spirits to them to slay, and then go to the corresponding anvil and fire it.

Now proceed to the final area. Here, there will be a conversation starting between you and the Caradin, and then Branka will join in. For Pragmatist, choose to preserve the Anvil of the Void and you'll have to fight Caradin along with a few golems. This is pretty straight forward. Just maintain control of your party and don't let things go astray. At the end of the fight, after a cut scene in which the crown is made, you'll unlock the achievement.