Having been the first overall pick in the Developmental Simulation Football League draft, Greedy Sly was approached by many retailers and companies about potential sponsorship deals. In the end, Greedy only signed one prior to getting drafted into the International Simulation Football League. Armani, the luxury suit and accessories manufacturer, had approached him about being the face of their new line of suits for casual and semi-formal events. Combining a sports figure with their luxury line of product, Armani hoped to open their new line of clothing to the everyday man and used Greedy Sly as the front man for the line. It was a resounding success, and led to a massive spike in the company's stock price as new found consumers began splurging on the line. The deal worked for Greedy too, ad he’s always been one who’s liked to like his best in the public eye. Now having access to the entire suite of the Armani lines, Greedy now looks and dresses his best everyday regardless of occasion. Ever the team player, rumor has it he’s tried to convince new team general manager Sylvester Stryker to try the product as well, but Stryker was seen cutting the sleeves off the suits, causing a small quarrel to break out between the two.

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