I just wanted to make this clear. Since when is it "selling out" to use your image to make easy cash? It's not like he is selling out musically (I loathe LTWYL, but I don't accuse him of making it for money).
He already has a deal with Red Bull and probably Nike to wear Air Maxes.
Maybe he really likes Lipton and figure another million to leave his kids and future grandkids couldn't hurt? Money doesn't last forever.
As for Chrysler, he's doing it for Detroit. He's helping bring back business to the city he loves. Yes, he's also doing it for the nine mil, but still...