Career
Gurwinder started his senior career with JCT in 2005 after passing out from their youth academy, where he spent a year. Gurwinder left JCT to join East Bengal in 2010. Gurwinder was loaned out to Kerala Blasters Football Club for the 2014 Indian Super League and was a regular for the Kerala-based team, making 11 appearances including the final match of the competition.
Gurwinder is currently represented by United Kingdom based Football Agency - Inventive Sports.
After a great season with East Bengal, Singh was called up to the India national football team preparatory camp in June 2011 but didn"t make any appearances.