JetBlue is automatically entering everyone who buys a nonrefundable JetBlue ticket between 12/1-12/15 into a raffle for a JetBlue All You Can Jet Pass. You get an entry for each ticket that you buy.
You can also enter the contest for free by hand printing your complete name, address including zip code, daytime and evening telephone numbers including area code and a valid e-mail address (optional) on a 3″ x 5″ piece of paper and mail it in an envelope with sufficient postage to: All You Can Jet Sweepstakes c/o Centra 360, 1400 Old Country Road, Suite 417, Westbury, NY 11590. All Free Entries must be postmarked by 12/15/2017 and received by 12/22/2017.
There will be 3 prize winners and at first glance, the prize looks pretty awesome. You can bring a friend and fly on unlimited JetBlue flights from 2/1/8-1/31/19. You do need to pay for the taxes on the flights that you choose. You also must pay a $150 fee for any changes or cancellations within 24 hours of a flight. The pass can’t be used to reserve Mint or even more space seats. You don’t earn points for free flights.
The biggest caveat though is in the fine print. The winners will get a 1099-MISC for $20,000. The contest is only open to US residents, so any winner is going to be hit with a tax liability. An upper middle class family in NYC may have a 38% combined federal, state, and local marginal tax rate, which could mean that the pass may cost them $7,600 in extra taxes. Of course that price will vary based on income, tax law changes, and where you live.