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CAN YOU PICK THE SINGLE GREATEST BUSINESS TRIP OF ALL TIME?

Fill out your bracket to be entered for a chance to WIN $5,000

Business trips come in all shapes and sizes. And, history is full of them. From landing on the moon to starting a movement, business trips may look different to an executive, a salesperson, an explorer, a scientist, a pioneer, but are united by one core truth.

We travel to get important things done.

In the run-up to the first-ever National Business Traveler Day on April 24, 2018, join us in celebrating business travelers both past and present by selecting the greatest “business trip” of all-time. We've taken a little creative liberty with what qualifies as a "business trip." But, just like your business trips, in every case, the mission was critical, the challenges were real, and there was a lot of pressure to deliver. Register to enter.

NO PURCHASE NECESSARY TO ENTER. Sweepstakes is open to legal residents of the 50 United States or District of Columbia, age 18 or older (or age of majority) who are employed by, own or are otherwise associated with a business entity and have traveled at least once on a business trip in 2017-2018. Entries must be received by 4/5/18. Visit Official Rules for more info. Void where prohibited by law. Sponsor: The Upside Travel Company.

Round 1

Round 1 Matchup 1 of 16
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Round 1 Matchup 2 of 16
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Round 1 Matchup 3 of 16
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Round 1 Matchup 4 of 16
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Round 1 Matchup 5 of 16
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Round 1 Matchup 6 of 16
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Round 1 Matchup 7 of 16
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Round 1 Matchup 8 of 16
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Round 1 Matchup 9 of 16
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Round 1 Matchup 10 of 16
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Round 1 Matchup 11 of 16
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Round 1 Matchup 12 of 16
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Round 1 Matchup 13 of 16
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Round 1 Matchup 14 of 16
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Round 1 Matchup 15 of 16
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Round 1 Matchup 16 of 16
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Group A
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Group C
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Group B
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Group D
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