Easy Entrance To The Dark Brotherhood
In the imperial city there is the Arena. You have to join the arena by going downstairs to the Bloodworks and talk to Owyn, he will give you the option of a Light Armor Rainment or a Heavy Armor Rainment(They Are Really The Same). Compete in the Arena Until you are the Champion of the Blue Team. Talk to the Orc who has been slashing away down in the bloodworks and get his quest(Important!)and complete it. Then you finally fight him. He wont fight back if you do the quest. After Killing The Grand Champion get your cash and sleep somewhere, than the darkbrotherhood guy will find you at night.
I did this at Lvl 3 it's the 2nd easiest way to make money
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