Career
Gaikwad is very comfortable on the ball and can easily fill in as a full back even though he is right-footed, and is a long throw specialist. Pailan Arrows
After spending time at Tata Football Academy Gaikwad signed for Pailan Arrows (then AIFF XI) in the I-League. He made his league debut for the club on 3 December 2010 against Prayag United at the Salt Lake Stadium which was also Pailan Arrows"s first ever game in the I-League.
Pailan lost 2–1.
East Bengal
In July 2011 Gaikwad signed for East Bengal after one season at Pailan and made his debut for the club on 4 February 2012 after missing the first few months of the season through injury. Mohun Bagan A.C. (before Christ)