Cullerton played for Scotland under-16s, where he impressed Jock Stein, and won a trial at Chelsea after being scouted by Tommy Docherty.
[2][4] Vale had recruited a number of Scottish youngsters at this time and reached the quarter-finals of the FA Youth Cup, losing to Scunthorpe United.
[2] On 22 August 1967, he scored a hat-trick in a 3–0 win over Chester in the League Cup, only to hand in a transfer request to manager Stanley Matthews the following month.
[5] Of an outspoken nature, he lost his first-team place after vocally criticizing manager Gordon Lee in the dressing room.
[7] Cullerton signed with Brian Clough's Derby County, though never made an appearance for the club despite hitting more than eighty goals for the reserve team.
He returned to Vale Park for a £5,000 fee in June 1975, having impressed manager Roy Sproson with his tally of 40 goals for Rangers in the 1974–75 campaign.
[9] Cullerton marked the home debut of his second spell at Vale by scoring a hat-trick past Hereford United in the League Cup.
[10] With 21 goals he became the club's top scorer of the 1975–76 season, but severed a cartilage in September 1976, an injury which put him out of action for five months.
[12] He quit Vale Park after feeling he lacked support from the boardroom and, rejecting an offer from Aston Villa chairman Doug Ellis, he took up the same post at Stoke City.