Business Travelers Face-Off For the Ultimate Business Trip...

…and by filling out your bracket, you’ll be entered for a chance to WIN $5,000!

As a business traveler, you have a natural need to win, right? Whether you’re acquiring that new business or conquering that project - nothing gives you greater pleasure than victory.

In the run-up to the first-ever National Business Traveler Day on April 24th, 2018, we’re celebrating your competitive spirit with the “History’s Greatest Business Trip: Bracket Challenge.” 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. You travel to get important things done.

Speaking of getting it done - completing this bracket is pretty simple. You just need log-in -- and for each round, choose who you think had the more epic business trip. You’ll go round by round, narrow it down, then decide who you think had history’s all time best business trip! 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.

The winner will be announced on April 24th at the very first National Business Traveler Day, where you and other business travelers, will be celebrated for the vital role you play and all that you go through to get business done. You are the unspoken heroes of the American economy and you, collectively, take nearly 2 million business trips every workday. Your travel spending alone represents 3% of national GDP, but that’s nothing compared to the time you spend on the road (and away from your family) helping your companies grow, and living in fear of delays or cancellations. In honor of that day, Upside Business Travel and more than 20 leading brands are celebrating live across the country and have contributed giveaways, prizes, upgrades, and special lounges in select airports.

So, sign-up and cash-in on your bracket here!

Good luck - and may the best business trip predictor win!

Submit your bracket by 4/5/18 for a chance to win $5,000! No Purchase Necessary. Ends 4/5/18. Click here for Official Rules.

Abbreviated rules: 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 for Official Rules. Void where prohibited by law. Sponsor: The Upside Travel Company.