 Lennon became known as a prolific goalscorer, scoring numerous goals for Rangers' under-19s in the 2006–07 season including a hat-trick in a 3–3 draw with Dundee United.He then scored a hat-trick in Rangers' 5–0 defeat of rivals Celtic in the Scottish Youth Cup final on 26 April 2007.On 3 December 2007, Lennon signed a new contract that was to have seen him tied to the club until at least 2010.