There are two major components of winning sweepstakes: luck and skill/dedication.
If you have enough luck, you can win even if the odds are sky high. You can enter one sweepstakes one time and win big right off the bat.
But obviously, winning doesn't usually work that way. One of my favorite Sweepstakes Quotations comes from Thomas Jefferson, who said: "I'm a great believer in luck, and I find the harder I work the more I have of it."
In other words, luck is fickle; if you want to win regularly you'll also need skill (which includes picking the best sweepstakes to enter and making sure you're not disqualifying yourself) and dedication (entering regularly, even when it doesn't feel like you'll ever win).
There's no magic number of sweepstakes to enter that will guarantee you'll win. But the more you enter, the less you have to rely on luck.
More Sweepstakes Entries Aren't Always Better
The more sweepstakes you enter, the better your odds of winning will be -- as long as you keep it up. But if you're exhausting yourself trying to get "just one more entry," you could be shooting yourself in the foot.
The right number of sweepstakes is the number that you can enter regularly while still enjoying yourself. Personally, I try to enter at least 50 - 75 a day, but you should experiment to see how many entries feels right to you.
If you try to force yourself to enter too many sweepstakes, you run the risk of burnout and frustration.
Winning sweepstakes is a marathon, not a sprint, so pace yourself and have fun with your entries.
For tips about how to get more sweepstakes entries in the time you have available, and to take a poll to see how your sweepstakes entries stack up against the average About.com Contests reader, visit this post: How Many Sweepstakes Do You Enter Daily?