This is the sort of thing that happens when literally every other character is some sort of billionaire playboy. When anyone can spawn virtually infinite resources on a whim, is when we get these ridiculous bets, because money is meaningless. Savvy business practices? Conserving money? Non sense, I'll just sign a contract and say I have all the credits.
Add this onto people typically playing, atleast partially, from a OOC point of view (very very few crime lords/business men would give a flying flakcannon about the mask of some ancient Sith Lord anymore than a crimelord/business man would care about, say, Joseph Stalin's jacket in the real world. But since most people on here played KoToR and have a tattoo of the Ebon Hawk or some sh!t, they're willing to trade massive, ruinously expensive warships with the ability to obliterate the surfaces of entire planets within hours for some clothing item that they have no idea is authentic. After all, they're buying from unabashed criminals) and you get these types of situations.