The club also reached the final of the Spartan South Midlands Football League Division Two Cup, losing to Aston Clinton 2–0 at Chesham United.

It was also the club's first appearance in the FA vase where they lost in the preliminary round away at Spelthorne Sports of the Combined Counties Premier League, losing 2–1.

They competed in the FA Cup for the first time in their history winning 3–0 at Ampthill Town before going out 3–0 to Southern League side Aylesbury FC at 'Windsors' in front of a crowd of 450.

In the FA Vase Rangers travelled to United Counties League side Irchester Utd, winning 4–0, before losing away to Cricklewood Wanderers 1–0 in the next round.

Former Thame United, Chalfont St. Peter FC and Risborough Rangers player Jamie Rayner was appointed as joint first team manager alongside Bob Rayner at the start of the season, following a spell as joint assistant manager alongside long serving Nick Young.

On a managerial level, Jamie had previously worked as Risborough Rangers Reserve team manager, where he guided them to promotion in his first season, only losing one league game.

Because of the ongoing re-construction of the non-league system the club made a lateral movement to the Hellenic League Division One East from the Spartan for the start of the 2019–20 season.

The COVID pandemic put an end to any hopes of promotion to step 5 for the first time in the clubs history as the season was officially voided.

However, in 2021 the club were promoted to the Premier Division of the Spartan South Midlands League based on their results in the abandoned 2019–20 and 2020–21 seasons.

For the 2023–24 season, Risborough were moved laterally to the Combined Counties Football League Premier Division North.

After over 5 years, 214 competitive matches, which consisted of 135 wins, 36 draws and 43 loses he arguably leaves as Rangers most successful manager.

In stepped Kevin Christou, previously of Tring Athletic, Oxhey Jets, Royston and FC Romania on 21st December 2024 to attempt to put an end to Risboroughs Annus horribilis.

The ground was once the home of the now defunct Princes Risborough Town FC who were founder members of the Hellenic Football League.

After finishing under sixteen football, players are then invited to play under the wing of the Senior Section for the Allied Counties U18s, which is a natural stepping stone to progress to the First Team.