[1] He first rose to prominence through a YouTube channel that broadcasts clips of his stand-up shows, devotional song covers, in addition to original skits, garnering 152 million views since 2008.

[9] He did a cameo in the web series Humorously Yours, in Better Life Foundation by Naveen Richard and in Pushpavalli by Sumukhi Suresh.

He also has an original series Die Trying,[10] an improvised show The Improvisers: Something From Nothing along with Abish Mathew, Kanan Gill and Kaneez Surka and a sketch comedy show Sketchy Behaviour co-written and co-starring Kanan Gill on Amazon Prime Video.

[11] His podcast titled Simple Ken, which has featured various guests, has also gained popularity on audio streaming services and on YouTube.

However, Kenny has stated time and again on the podcast that he would like the Simple Ken community to remain small, as it was meant to be a personal, niche venture, and not mainstream.