User blog comment:Has-Many-Thoughts/Rags to Riches/@comment-4057437-20120714084959

Olaf should become an Alchemist with a side-line in Enchanting. It is relatively easy to acquire ingredients that can be made into potions worth many Septims. A few hundred Septims invested in purchasing ingredients can be crafted into several thousand Septims worth of potions if Olaf doesn't want to risk leaving the relative safety of town. As merchants restock every day or so, a steady supply of ingredients is assured. The only item that Olaf may have to take some risk inacquiring is Falmer Helmets, (to make into Fortify Enchanting gear), as merchants don't sell them.