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The Elder Scrolls V: Skyrim Game Add-Ons (DLC) Hints
A New Debt
1 of 6: The first time you approach the orc name Mogrul in Raven Rock after finishing the "Reluctant Steward" quest, he'll talk to you and give you this quest.
2 of 6: If you have 1000 or more gold in your inventory, you can agree to pay Mogrul the full amount. However, before you try that, you should attempt to intimidate him into accepting 500 gold.
3 of 6: The money you pay him will appear in his inventory, but it may be difficult to pickpocket it back due to the large amount.
4 of 6: You could kill him instead of (or after) paying him, but he won't allow himself to be provoked into a fight, so you'd have to be very sneaky about it to avoid a bounty. (You'd also have to kill his loyal bodyguard, Slitter.)
5 of 6: If you put off paying him, you can go to Tel Mithryn and talk to Drovas Relvi about his debt. If you can pass a persuade check, he'll give you 250 gold.
6 of 6: If you ignore the debt, you'll randomly encounter thugs every now and then that were sent by Mogrul. If that's not too much of a bother, you can leave this quest unfinished forever.