Jay-Z is, by all accounts, the man. He's one of the best rappers of all time, he's married to Beyonce, and he's now one of the coolest agents in all of sports. Now that you have a chance to win a trip to see him LIVE with Justin Timberlake in Chicago from your friends at Hot 99.1, we figured we'd count down the top five songs from the man they call HOV. Just become a member of the Hot Spot for your chance to win.

  • 5

    Big Pimpin'

    This song is a timeless classic. From the year 2000, this pimpin' anthem is one of the best songs for riding around with the windows down to. It's also good for throwing boat parties to, as HOV shows in the video.

  • 4

    Public Service Announcement

    ALLOW ME TO REINTRODUCE MYSELF! This song has had a bit of a renaissance since being a part of the soundtrack to NBA 2K13, but it's been a banger all along, even though we all already knew who Jay-Z was, because he's freaking famous.

  • 3

    Hard Knock Life

    Times are hard, and HOV put out an anthem for everybody grinding out there with Hard Knock Life.

  • 2

    Izzo (H.O.V.A)

    It was at this point that we officially stopped calling Jay-Z Jay-Z and started calling him H to the Izz-O, V to the Izz-A, which was a landmark moment for both him and us.

  • 1

    99 Problems

    Whether you just got out of a bad relationship or are in one that you are really satisfied with, there is no better way to express those emotions than by bumping 99 Problems. This is just a scientific fact.