Son of a sports enthusiast, Edwin Sydney grew up watching his father play one or another game daily.

Edwin made his debut in CFA senior division in 2010 when he started and played as a striker against Central Excise.

The Neyveli born footballer went on to score 3 goals in 28 appearances for Indian Bank during 2010-2013, before he moved to Chennai FC.

In 2017-18 I-League season, under V. Soundararajan, Edwin's position was constantly shifted from central midfield to left back or right wing.

In the 2019 Summer Transfer Window, former Indian Super League champions and his home state club Chennaiyin signed him permanently.