But now, at the ripe age of 31, he faces the likelihood of moving on from his United career - with interest from China, MLS and boyhood club Everton. Have we got better players than Wayne Rooney? No.
Rooney was a product of the Blues youth academy setup and made 48 appearances in all competitions for Everton, scoring 27 times in the process.
The first time that people took notice of Rooney was when he broke through the ranks at Goodison Park way back in 2002 as a 16-year-old, and marked his senior debut with an outstanding last minute victor against Arsenal.
JOSE MOURINHO HAS promised to include some youngsters in his side for Manchester United's final Premier League game of the season against Crystal Palace on Sunday.
Would Everton welcome Rooney back?
However, Rooney's wage demands, around £250,000 per week, would force the Goodison Park hierarchy to disregard their current financial structure - maybe something they need to do in order to achieve their goal of making the step to the next level.
The 16-year-old took the stage at Old Trafford inSunday's 2-0 win over Crystal Palace, becoming the first player in the Premier League born in 2000.
Rooney also has other offers on the table.
"The pressure is on United.so it will be interesting to see how the players cope with the pressure of being the team that's expected to win".
Henry has said that "everyone would love to see Wayne Rooney finish his career at Manchester United", but the Frenchman "doubts" that the club's record scorer will be at Old Trafford for the start of the 2017-18 campaign.