club, Randolph performed well, limiting Liverpool to two goals, one of which was a penalty kick in the 90th minute for a 2–2 draw. He was second-choice behind Nicky Weaver in 2007–08, and in February 2008, joined Bury of League Two on loan. After featuring 14 times, Randolph was recalled by Charlton to cover for Weaver, who was sent off in a match against Plymouth Argyle. He started Charlton's next match, at home to Southampton, and contributed to a farcical own goal when he appeared to catch a high ball, then dropped it into the net via teammate Paddy McCarthy. Randolph joined Hereford United on a season-long loan in July 2008. He started 14 of the first 17 matches of the season, which included an "outstanding" performance against Leeds United at Elland Road, where he conceded only once from Leeds' 19 shots on target. On 11 November 2008, it came to light that Randolph had refused to play in an FA Cup match against Dagenham & Redbridge, amid speculation that another goalkeeper would be joining Hereford. He was fined two weeks' wages and it was announced he was unlikely to play for Hereford United again. The following day, goalkeeper Matt Murray joined Hereford on a month's loan deal from Wolverhampton Wanderers. Graham Turner said in his Hereford Times column that it was a situation that he had never experienced before in nearly 30 years of management, it was not what he expected from a professional player, and had he been a contracted player, his contract would have been terminated forthwith. In response, Randolph expressed his unhappiness with Turner's statement, and received support from Charlton manager Alan Pardew. Randolph made no more appearances for Hereford, and returned to Charlton in January 2009. In his second match back, on 17 January 2009, Randolph conceded four goals in a Championship match against Sheffield Wednesday. This was to be his last appearance of the season. Nevertheless, he was offered, and eventually signed, a one-year contract ahead of the 2009–10 season. He was again second choice, this time behind Rob Elliot, and made his first appearance of the season in November, in the FA Cup against Northwich Victoria. Despite "a string of stunning first half saves", the Conference North team won 1–0 to inflict what the local newspaper described as the "most embarrassing defeat in the club's 104-year history". Randolph regained his starting place in