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For example, search for sports contests 2015 or photo contests 2015 and the results will include some relevant events that have deadlines in 2015.For them, sweeping starts off as a way to pass time, occasionally growing into a noteworthy source of income.Your Turn: Do you think you could win money in one of these contests?Cunningham advises, "Whenever you enter from Facebook, you really want to make your page look like a consumer's."My parents think I'm a little crazy, because I do have a degree and I'm not really using it says Ambrea Kuhn, a 25-year-old in Utah.How to Make Money by Entering Contests.I entered 3,000 this month and I won five prizes.UPS - The UPS Store 2017 Sweepstakes This sweepstakes is giving away seven cash prizes worth either 1,000 and 5,000.But with brands both big and small trying to harness the power of the web, there are more sweepstakes out there than ever before.