Garak

Father disciplined him by locking him in a closet, turned claustrophobic
Joined the Obsidian Order, became a high-ranking officer
Instrumental in the arrest, torture & execution of Procal Dukat
Masterfully skilled at subterfuge & lying, even when its not necessary
2368: Exiled from Cardassia for betraying Tain, took residence aboard Terok Nor
2369: Remained on the station when Starfleet took over, set up a tailor's shop
Worked with Starfleet during the Dominion War, decoded Cardassian transmissions
Helped Damar organize the Cardassian Liberation Front, exile was lifted after the war