2. Jimmy Greaves 1961-1970
Where Greaves began with Chelsea, he carried on with Spurs after a short spell in Italy with Milan failed to work out. Signed for a knock down fee of £99,999, he went on to bag 266 goals in 379 games, and even managed to pick up a World Cup winners medal in that time too.
Greaves finished as top League goalscorer in 1963, 1964, 1965 and 1969. His record of finishing top goalscorer for six seasons has never been matched and he is still a welcome figure around the club to this day.