Para elevares o thieves guild tens de fazer pelo menos 5 missoes de thieves em cada hold e depois ser-te-ão dadas uma quest especial por cada hold, quando concluires os 4 holds principais sem contar com Riften que ja é controlado pelos thieves, o guild estará recuperado e recebes o achiv. acho que a quest No Stone Unturned (
http://www.uesp.net/wiki/Skyrim:No_Stone_Unturned) tb conta, mas n tenho a certeza.
ps: aqui vai a explicação em inglês pois n tive paciencia em traduzir...
Upgrading the Thieves GuildWhen doing Delvin or Vex's additional jobs, you need to head out to four different cities;
Markarth,
Windhelm,
Whiterun, and
Solitude. After completing five additional jobs in a single city, you'll be assigned a special job for that city. After completing each special job, the condition of The Ragged Flagon will be improved and a new merchant will move into the main chamber. Additionally, completing a quest will enable you to use the guild's influence to pay a reduced bounty when getting arrested in the corresponding city.
Upon completion of the main Thieves Guild questline, a Shrine of Nocturnal will appear in The Ragged Flagon - Cistern. When all quests are completed, the furniture in The Ragged Flagon will be completely replaced with more upscale variants, along with new additional furniture and decorations.