Tony was a potential client of Amanda Woodward Advertising, but Amanda Woodward had hurdles put into place in landing his account. After Amanda took Tony to the Upstairs, Tony opted to leave because he liked more sophisticated establishments. He formed a crush on Eve Cleary and told Amanda that he would only sign with her agency if Amanda could help her sleep with Eve. Tony was a married man, but it was apparently common for him to cheat on her. With Amanda's help in distracting Peter Burns, he pursued Eve.
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