Are we supposed to infer Tony Stark did do business with Klaue?
In Age of Ultron, Tony says he recognizes Ulysses Klaue from trade conventions but insists he never sold anything to him. Later, Ultron unknowingly quotes Tony saying, "make your friends rich, make your enemies rich and wait to find out which is which", which Klaue immediately remembers. Did anyone else see that as Joss Whedon subtly suggesting that maybe Tony understated his previous relationship with Klaue? We know he was horrified by Obadiah selling weapons to terrorist groups but it doesn't necessarily mean Stark industries was above arming some repressed gov't.
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Something like….
Tony Stark plays poker at a table. Ulysses Klaue sits down.
Klaue: “Mr. Stark.”
Stark: “Tony Stark. And you?”
Klaue: “Ulysses Klaue.”
Stark: “Good name. Very Bond villain; I feel like I should be playing baccarat.”
*takes drink*
Stark: “But I’d have to find someone who knows how to play baccarat; the hell is baccarat?”
Klaue: “Are you not a gambling man?”
Stark: “Not really. Drinking man? Sure. Ladies man? Very much so.”
*downs his drink, about to walk away with his date*
Dealer: “Mr. Stark? Your chips…?”
Tony grabs his chips and tosses a few valuable chips at each player.
Klaue: “How generous.”
Stark: “Well, I figure… make your friends rich, make your enemies rich and wait to find out which is which.”
*Obadiah Stane chuckles*