First steps out of the sewers

My first point of call is always Vilverin. Often, the bandits are too hard to defeat but you can lure them into the water where the slaughterfish will do the job for you. Then you can loot away.

Next stop is the Imperial City. Usually, I loot what I can from the barrels around the merchant district before stealing a horse and setting off for Weynon Priory. Dropping by the crazy fisherman and the wine collector along the way of course. Then, finish the quest, you get a shit horse, some gear and whatever you can loot from the Priory. Go to Chorrol, sell what you dont want to Rasheda. Then join the fighters guild and the mages guild and take all their food.

Collect all the alchemy apparatuses and sell them to the altmer guy. Then buy all his cheap ingredients. Spam out potions, which you then sell to altmer guy. Do the quest for the chorrol mages guild recommendation and completely bone earana - shes a bitch anyway. Before you leave, buy 'bound dagger' off Alberic Litte. You should already have a couple of grand so it shouldnt be an issue. Also, if you are about to level then you may as well train with him - I think its alteration. bam 5 points.