During 1973 Gurera's first cartoon was published in Veer Pratap, a Hindi newspaper from Punjab, as he was awarded in an on-the-spot competition. During his school days he continued his skill of cartooning and sketching as hobby only. During 1984 he professionally started contributing to Punjab Kesari as freelancer while pursuing Science graduation at Patiala.
Shekhar Gurera's regular creations in collage form (2013)
Self-caricature, by Shekhar Gurera
In 1999, Gurera drew a series of Kargil Kartoons, on-the-spot cartoons of Indian soldiers passing through the New Delhi railway station on their way to Kargil. The cartoons on the Kargil War were later exhibited at The Lalit Kala Academy, New Delhi on 25–31 July 1999, followed by the chain exhibition of cartoons at Jaipur, Chandigarh, Patna and Indore.
Since 2001, he publishes the weekly feature Future Lens. This column features a celebrity from sports, films, politics or other fields and depicts them as they'd look with 30 years added to their present age. These pictures are created by painting digitally, which makes them look like actual photographs.
In 2018, Conservation in Indian Living Demonstrated through Illustration in the booklet of 8th Regional 3R (Reduce, Recycle, Reuse) Forum. The event was organized with the cooperation of State Government of Madhya Pradesh and Government of India under the auspices of United Nations Regional Development Center (UNCRD) at Indore (April 9–12, 2018).