Choose which sweepstakes to enter. Not all sweepstakes are created equal. For one thing, if you have to buy something to have a chance to win, don't enter. If you have to complete some sort of program (which usually entails buying things) to enter—–those annoying pop-ups for free iPods come to mind—–don't enter (unless it's realistic to complete and free); remember that a lot of these opportunities are about gathering personal information to bug you with advertising down the track. There are plenty of chances to win without jumping through hoops or wasting your money. Beyond that, your decision to enter should be based on your own preferences. Here are a few things to consider.

When you enter a sweepstakes, you run the risk of having your contact information sold to multiple mailing lists. This may be true even if the sweepstakes claims to respect your privacy, because mailing address information is not always considered "private information" such as your bank account number. Unfortunately, the truth is that there really is no such thing as a "free" when it comes to sweepstakes. In this case, you are paying for "free" prizes with your contact information, and though other profit generated by advertising. These kinds of contests are the bread-and-butter of spammers and the chances of winning anything valuable are remote. Even in cases where your privacy is supposedly guaranteed, it's quite likely that your personal information will be sold to a mailing list collector somewhere. When you enter a sweepstakes, you can expect your volume of junk mail to increase dramatically. In addition to a "spam-trap" email address, you might consider using a mailbox drop or PO Box (PO Box is cheaper) if you plan to enter a lot of sweepstakes. However, note that many internet contests now recognize most of the freebie mail services, and disallow them. One way to get around that is to have your own domain, and use an address that is easily filtered. Some contests will disallow PO Boxes, but a mail-drop address ("Suite #, etc.) is not as easily detectable.

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Online-Sweepstakes.com: Tons of sweepstakes and a busy community. To get the full advantages of using the site, you'll need to pay a $30 per year fee. ( Online-Sweepstakes' full review). NOTE: This site is currently undergoing problems. Do NOT pay for membership until you are sure that they have been ironed out!! Check the forums for updated information.
For those of you who are new to this site, let me tell you a bit about myself: I love to enter online sweepstakes and I love to win, even if it's something small like a movie ticket or a football. I spend hours each day finding and entering contests on the web and I've won lots of prizes. I have won trips, Xbox 360s (2 of them), electronics, books, games and much more. Every once in a while something turns up in my email box telling me I've won another contest and sometimes I'm surprised when I pick up my regular mail and find a prize parcel that has arrived unannounced. It's a lot of fun. 

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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.

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Enter the QVC Black Friday Instant Win Sweepstakes. One Grand Prize will be awarded which will consist of $50,000 awarded in the form of a check. There are 1040 Instant Prize pack available. Everything from Skinny Jeans to Rachel Ray 10-pc Bakeware Set to Camp Chef Mountain Series Teton Two-Burner Stove and much much more! The QVC Black Friday Instant Win Sweepstakes ends December 18th. The ARV of all Instant Win sweepstakes prize packages is $125,131.76. The ARV of all Promotion prizes/prize packages is $175,131.76.
Know your odds of winning. You usually don't know what the exact odds of winning are because it will depend on the number of entries. You can, however, estimate the odds. If you get an entry form in the mail for a sweepstakes with a huge prize, you can be assured of a ridiculous number of entries. If you see a jar at a local restaurant for a free lunch, however, you know your odds of winning will be much greater––you may even be able to see how many entries are in the jar.

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Follow the requirements to claim your prize. Once you've won, you've still got to make sure you get your prize, and that usually requires you filling out some affidavits, possibly notarized, or completing some kind of paperwork in a timely fashion. Follow through on claiming your prize, and make sure you meet any deadlines. Watch out for scams, though (see Warnings section below).
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Enter the Carhartt 2019 ThanksGiveaway Instant Win Sweepstakes. ONE (1) Grand Prize: Custom Furniture Build by Jimmy DiResta, $500 USD Meat package from Five Marys Farm, $175 USD Honey Package from Messner Bee Farm, Josh Martin Surf package, Bike from Detroit Bikes, $500 USD Gift Certificate or Package from Abbey Creek Vineyard, $500 USD Package from Woodward Throwbacks, $225 USD Package from Alexandra Climent, a Carhartt Cornhole game from Samryan Designs, $1,000 USD Carhartt Gift Card, and $5,000 USD cash. Approximate Retail Value ("ARV"): $13,300 USD. Instant Win Sweepstakes Game Prizes: (26) A $100 USD Carhartt gift code. ARV: $100 USD.
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