Four Imperial Prison Guards, alongside Captain Gepard Montrose protect the Imperial Prison from people breaking in. The Hero must find a way past the guards to kill Valen Dreth. Killing any of the guards forfeits the bonus.
Nord Prison Guard: "Of course I'm proud to do my duty. But... It's a waste of time. What are we guarding? Cold stone and shadow. That's it."
Redguard Prison Guard: "I'm not disagreeing with you, believe me. Those assassins got what they wanted. The Emperor is dead. They've got no reason to come back."
Nord Prison Guard: "That's exactly what I'm saying! But will the Captain listen? Noooo... "We must have a presence!" "The prison must remain secure!""
Redguard Prison Guard: "Yeah, what a laugh, huh? Just who are we keeping secure? Dreth? Since that other one got away, he's the only one rotting down here."
Nord Prison Guard: "Yeah, well, I guess you can't blame Captain Montrose too much. This is his big career now, after all. Got to impress that lot upstairs."
Redguard Prison Guard: "Yeah, true enough. Ah, well. I best be getting back to my watch. Hey, don't forget, we're meeting for drinks later at the Bloated Float."
Nord Prison Guard: "Oh, I'll be there! How could I miss a chance to see you cower before that big Orc bouncer? Ha ha ha ha ha ha ha!"
Redguard Prison Guard: "Pfft! I ain't afraid of no one. Courage is my middle name! I... Oh, nevermind."
Imperial Prison Guard: "I have to admit, I'm going to miss you, Dreth. The late-night beatings, your pitiful little cries for help..."
Valen Dreth: "Filthy cur! I told you I was going to get out of here! My time's almost up, and there's nothing you can do about it."
Imperial Prison Guard: "Yeah, well, what's it been? Seven, eight years? We've had a good long run, you and me. I always knew it would end someday."
Valen Dreth: "Eleven! Eleven years in this rat-infested hole! But I'm getting out, and you'll still be stuck in here! Ha ha ha ha ha!"
Imperial Prison Guard: "Oh yeah? And where will you go? Huh? What will you do? You can't survive out there, Dreth. You're an animal. You belong in that cage."
Valen Dreth: "I'll remember that when I'm lying on the beaches of Sumerset Isle with your wife, you Imperial pig!"
Imperial Prison Guard: "Right. And you'll be rich, too. Oh, and you'll become a king! You know what I think, Dreth? I think you'll be back. You lot always come back..."
Valen Dreth: "You'll see, you Imperial dog! When I get out of here, all of Tamriel will know my name! Valen Dreth! Valen Dreth!"
Imperial Prison Guard: "All right, all right. I'm tempted to let you out right now if you'll just shut up..."