Date: February 2005

What happened? After the successful release of Tha Carter, Wayne was a free agent. Hov reached out and tried to recruit Wayne to Def Jam. Although Wayne considered Jay's offer, he ultimately choose to stay with Cash Money and start his own imprint, Young Money.

Complex says: At the time, Wayne signing under Jay made a lot of sense. It would give him the exposure he needed to be on top of the game and—despite his unique relationship with Birdman—he wouldn't have had to worry about the money problems that plague Cash Money. But in the end, it didn't matter. Wayne stayed with Cash Money and he still became the superstar he was destined to be.