On 5 August 2019, Maynard-Brewer joined Dulwich Hamlet on a 28-day emergency loan,[9] and the following January he joined Dover Athletic.[10]
Maynard-Brewer joined Ross County on a season-long loan in August 2021.[11] Ahead of their 2022–23 season, Maynard-Brewer joined recently-relegated League Two club Gillingham on another season-long loan, with Charlton holding the option to recall him.[12][13] In July 2022, he suffered a dislocated shoulder in a pre-season friendly against his former side Dover Athletic, keeping him out of action for several months.[14] He returned to action for Charlton's U21s side in a 2–0 loss to Bristol City's U21s on 1 November 2022.[15] Maynard-Brewer was recalled from his loan on 17 November 2022 without making a competitive first-team appearance for Gillingham.[16]
Dundee United
On 28 January 2026, Maynard-Brewer joined Dundee United on an initial six-month deal for an undisclosed fee.[17][18]
International career
Maynard-Brewer was part of the Olyroos Olympic squad at the Tokyo 2020 Olympics, but did not make an appearance.[19][20][21][22] He made three appearances for the side in the lead-up to the tournament.[23]