During the 1958–59 English football season, Brentford competed in the Football League Third Division. Despite 32 goals from Jim Towers and 22 from George Francis, a number of defeats to low-placed clubs early in the season prevented the Bees from finishing higher than 3rd, one place away from promotion.

Brentford entered the 1958–59 Third Division season full of confidence after a runners-up finish in 1957–58. Manager Malky MacDonald, who had utilised the core players left behind by previous manager Bill Dodgin Sr, decided not to add to his squad and instead planned for the future by bringing in a number of Scottish youngsters. Brentford began the season with a resounding 4–0 victory over Bradford City, hitting top spot, but dropped back after three consecutive defeats. By the time the Bees drew 1–1 with Chesterfield on 4 October 1958, the team's inconsistency could be clearly pointed to a lack of support for forwards Jim Towers and George Francis, who had scored 13 of the team's 17 goals by that point of the season. In response, manager MacDonald paid £6,000 for Luton Town's outside left George McLeod. Things had to get worse before they could get better and after defeats to and Reading in late October, the team recovered and began to perform on a consistent basis.

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