During the 1928–29 English football season, Brentford competed in the Football League Third Division South. An unbeaten start to the season was cancelled out by a run of 11 defeats in 12 games which left the Bees bottom of the Football League, but the team recovered to finish in mid-table.

Still in search of a winning formula after two mid-table finishes, Brentford manager Harry Curtis elected to add to rather than remodel of his squad in the 1928 off-season, bringing in goalkeeper Freddie Fox, full back Baden Herod for a £1,500 club record fee, half back Reginald Davies and a number of young forwards. He also brought in his former Gillingham trainer Bob Kane. Good goalscoring form from Jack Lane and Jack Phillips at the start of the season saw Brentford go seven matches unbeaten and rise to the top of the table, before Phillips was sold to Bristol Rovers and a run of 12 league matches without a win (including a club record-equalling 9 league defeats in a row) saw the club plummet to the bottom of the Football League.

Manager Harry Curtis pulled off a crucial £500 signing of Jimmy Bain from Manchester Central in November 1928 and the centre half galvanised the team. Just three defeats in 18 matches between Boxing Day 1928 and April Fools' Day 1929 averted any fears of having to campaign for re-election, with Brentford rising back to 11th in the table thanks to good goalscoring form from Ernie Watkins, Alfred Douglas and summer signing David Sherlaw. Manager Curtis decided to cash in on club record signing Baden Herod, who was sold for a club record outgoing fee of £4,000 to Tottenham Hotspur in February 1929. Just one draw from the final five matches of the season dropped Brentford to a final placing of 13th.

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