On 1 September 2018, Pope scored in a 2–1 home defeat to Newport County, to take his tally at the Vale Park ground one clear of Stan Steele to a record 56; after the game Pope said that "I would rather not have scored and have got the three points I would give up any individual award and any record for another promotion. It's a team game, not an individual sport". In December he signed a new two-year contract to keep him tied to the club until summer 2021. On 12 January, he picked up a hamstring injury during a 3–0 home loss to Colchester United and was ruled out of action for 'a few weeks'. On 30 March, he scored the winning goal in a 2–1 victory over Northampton Town, and in doing so became only the third player (after Wilf Kirkham and Martin Foyle) to score 100 goals for the club. He finished as the club's top-scorer for the fifth time for the 2018–19 season, and was named as that year's PFA Community Champion at the club's end of the year awards.