I do not know how people win $1000's in prizes. I also enter 100's of contests everyday using Sweep to keep track of all the daily/weekly/monthly contests and Roboform to fill in the forms.
Yet I only win once in a blue moon. Last year I won about $100 worth of small prizes ($15 Starbucks card, Dole salad, box of cereal, book, hershey chocolates, winter toque, backpack).
The year before that I won a Wii and not much else (my biggest prize ever but not valued in the $1000s).
Don't expect to win because others are winning. Enter for the fun of it and don't give up!
I keep going because it is a great thrill to win a prize even if it isn't too valuable, plus I know it WILL be my turn one day.
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