#4 Peter Crouch
Unlike the other players on this list, striker Peter Crouch was unable to break into Tottenham’s first team immediately after graduating from their academy. The future England international joined their youth system as a 14-year-old and then signed a professional contract with the club in 1998, but before making any appearances, he was loaned out to various sides before being sold to Queens Park Rangers in 2000.
Crouch took the long route to the top; playing for QPR and Portsmouth in the old First Division before moving to the Premier League with Aston Villa in 2002, but it was at Southampton that he really made an impact.
The 6’7” tall striker scored 16 goals for the Saints in 2004-05, earning him a £7m move to Liverpool where he would break into the England senior squad, scoring a World Cup goal in 2006 against Trinidad and Tobago.
Almost a decade after first leaving the club, Crouch eventually found his way back to Tottenham, signing with them in the summer of 2009 for a fee of £10m. He went onto spend 3 seasons at White Hart Lane, scoring some memorable goals including the one to send them into the Champions League for the first time in May 2010.
The striker eventually moved on from Spurs and joined Stoke City, where he played another 7 seasons in the Premier League, continuing to be a consistent goalscorer.
Crouch finally retired in the summer of 2019, ending his career with an impressive 109 Premier League goals and 22 international strikes for England too.