Teinaava of the Dark Brotherhood, an old friend of Scar-Tail, gives the Hero a mission to kill him and bring back his heart due to his refusal to carry out an assassination order of the Argonian Royal Court, which is considered the ultimate betrayal by Shadowscales.
Sent to kill him, the Hero finds Scar-Tail, who had already been wounded from fighting off a Shadowscale assassin who was given the same task. Weary of fighting, Scar-Tail offers the Hero a solution that makes everybody happy. They can take Scar-Tail's gold for themselves, give the dead Shadowscale's heart to Teinaava, and allow him to live; or, simply kill him as planned, steal his gold, and return the heart to Teinaava.
"I guess I've been expecting you, assassin. Don't try to deny it. I can see it in your eyes. You're Dark Brotherhood through and through. Let me guess, it was Ocheeva, right? No, wait. Teinaava. Yes, he put you up to this, didn't he. Ocheeva was always too busy to even be bothered. Well, you can kill me if you like. I'm afraid I won't make much of a challenge, though. The Argonian Royal Court already sent an Agent to do the job. He failed, of course. His body's around here somewhere. But he got in a pretty good hit. If I don't get some rest I'm probably dead anyway. So maybe I can appeal to your sense of good will, huh? Ha ha ha ha! You let me live, and I'll tell you where I stashed my treasure. Is it a deal?"
- Die, traitor! "Ha! I expected as much from a Dark Brotherhood lapdog! I may not survive this fight, but I'll not make it easy for you!"
- Sure. It's a deal. "You show unexpected mercy. For that I am thankful. My treasure is hidden in a hollowed-out rock near my campfire. It's yours. Oh yes, I suppose Teinaava wants proof that I'm dead, eh? Let me guess -- my heart? I suggest you take the heart of the dead Argonian Agent. His body is around here somewhere. Present the Agent's heart to Teinaava as proof, and he'll be none the wiser."
(If approached again after letting Scar-Tail live)
"I need to rest now, regain my strength. Don't forget to take the heart of the Argonian Agent. Present that to Teinaava, and he'll be none the wiser."