5. Mario Lemieux
Popularly known as the Magnificent One, Mario Lemieux was drafted first overall by the Pittsburgh Penguins in 1984. This was where his whole 17-season career was spent. He took a break from the game in 1997 due to some health complications in 1997 and later returned in 2000.
Despite ongoing health problems, his next six years were incredible and he managed to win 10 All-Star Games, six Art Ross trophies, two Stanley Cup titles and three Hart trophies. He purchased a share of the Penguins in 1999 after retiring. He has a net worth of $150 million.