He is arguably the Kenya's most successful comedian. Churchill hosts the comedy television show Churchill Show on NTV and has worked in the comedy industry since 1996.
He launched the Churchill Live Comedy Show in September 2008 but was renamed Churchill Show during its third season in 2012.
The show has nurtured endeared comedians such as Eric Omondi, Teacher Wanjiku, Professor Hammo, MCA Tricky, Jemutai, Steven Oduor (DJ Shitii) and Dr. Kingori.
Churchill became the first Kenyan to hit 1,000,000 likes on Facebook and also hit 1,000,000 followers on YouTube.
He is the CEO of his company Laugh Industry Kenya.