Delusional
Connoisseur of Hallucinations
If Thieves Guild, then Riften. You could live off of all of the merchants in the Ragged Flagon and Tonilia alone.
However, I only have two characters remotely involved in the Thieves Guild, so I generally go elsewhere depending on my character, or what I need to buy/sell. Generally, Whiterun is my go-to in that case, simply because of the amount of smiths. However, I refuse to sell anything to Belethor. I absolutely hate that man. Every time I step into his shop I have to restrain myself from lodging my axe in his neck. So, I rather use Solitude for general things.
However, I only have two characters remotely involved in the Thieves Guild, so I generally go elsewhere depending on my character, or what I need to buy/sell. Generally, Whiterun is my go-to in that case, simply because of the amount of smiths. However, I refuse to sell anything to Belethor. I absolutely hate that man. Every time I step into his shop I have to restrain myself from lodging my axe in his neck. So, I rather use Solitude for general things.