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Space out your entries. Assuming that the number of times you can enter is constrained, either by the rules or by your budget, don't send in or drop in all your entries at one time. Wait a few days or weeks (depending on the contest) between entries so that when the entries get mixed together you've got a better chance of one of your entries landing on top.
Contest to Win Money 2018
Enter the Redbox Winter Spin Game Instant Win Sweepstakes. There will be a total of 21,067 Instant Win Game Prizes available in this Promotion. The total ARV of all Instant Win Game Prizes is: $91,237.40. Three Sweepstakes Trip Prizes with ARVs $4,000 to $10,000. The total ARV of all available prizes in the Promotion is $110,862.40. Enter the Redbox Winter Spin Game Instant Win Sweepstakes before December 15, 2019.
Find any sweepstakes to enter. It's not too hard to find sweepstakes. You can enter them at the grocery store, at the bank, at fundraisers, or on the internet. You might even get invitations to enter sweepstakes in the mail! You probably want to enter most of these sweepstakes of course, but if you're really serious about winning, you need to actively seek out sweepstakes.