Board Thread:Sly 2: Band of Thieves discussion/@comment-25500855-20141005235547/@comment-25132656-20141006031754

The Contessa may have been a member of the Klaww Gang (and perhaps Rajan knew that), but Rajan was a criminal, so she kind of had to arrest him if she wanted to maintain her cover, even if it meant halting spice production. As far as we know, the criminals that were imprisoned at the Contessa's facility were the ones whom she planned to hypnotize in order to find their loot; it wouldn't make sense for her to imprison Rajan there.

By the way, you could have posted this follow-up question as a reply to your original thread instead of creating a new one. :)