In case you missed it, we started gearing up for our annual PopSugar 100 list this week. This year we've put together a very special selection process, and we're leaving the rankings in your hands. For Round One, all you have to do is vote in each of the 64 head-to-head matchups in our playoffs bracket.


Remember, you are casting your vote for the celebrity that had the bigger year, not necessarily who your favorite is. Round one ends next week, and the winners from each faceoff will move on to new matchups — so be sure to check back as the competition heats up. Oh and here's the best part — we'll be giving one very lucky winner a fabulous Chanel bag!


To get this awesome prize, all you have to do is vote in each matchup in any round, it does not matter who you vote for. You are entered to win with every round you complete — up to seven times the chances of winning! If you miss a round, don't worry, you can still enter to win multiple times. The winner of the almost $3,000 bag will be chosen randomly from the pool of users that completed each round and announced in June around when the new PopSugar 100 list is revealed. You must be logged in to your TeamSugar account in order for your entry to be counted. Log in or register here! Click here for all the rules. You can come back at any time and pick up where you left off, but be sure to finish before the end of each round. Now get voting!