Goals from Patrick Bamford and Kike Garcia secured a 2-0 win for Aitor Karanka’s side against Manuel Pellegrini’s reigning Premier League champions. Scroll down and flick through our picture gallery to see the Boro team which played that day and what has happened to them all since:
1. GK: Tomas Mejias
Back at Boro after a spell in Cyprus playing for top-flight side AC Omonia. Made his second debut for the Teessiders against Tottenham earlier this month. Photo: OLI SCARFF
2. RB: Dean Whitehead
Left Boro to join Huddersfield Town in 2015. Whitehead retired as a player in 2018 before taking up a coaching role with the Terriers. In November 2019, the 38-year-old was appointed first-team coach at League One side Shrewsbury under Sam Ricketts. Photo: Getty Images
3. CB: Ben Gibson
After coming through Boro's academy, Gibson went on to captain the Teessiders and played a big part in their 2015/16 promotion season. The 27-year-old centre-back signed for Burnley in the summer of 2018 but has rarely featured for the Clarets since. Photo: Getty Images
4. CB: Daniel Ayala
The Spanish centre-back signed for Boro over six years ago and remains a key member of the first team squad. Photo: OLI SCARFF