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So it seems like most iheartmedia owned stations currently have this 1000 dollar giveaway where you have to text a keyword every hour. Like have people actually won? Listen to your favorite iheartradio station all day, every weekday for your chance to win $1,000. When you hear the $1,000 nationwide keywords, enter them right here for your chance to win the cash. Pay some bills, take a trip, or put it in the bank.