He entered into comedy in 1993 after winning a contest in Winnipeg, Manitoba Canada (where he was living at the time), since then he has gone on to to achieve success with his own Comedy Now one hour special on The Comedy Network and several other TV appearances. He has been on CBC radio. XM satellite radio often airs his first album Herding the sheeple. He has appeared twice at Montreal's Just for Laughs festival and has done tours across Canada, the UK, Costa Rica and Australia. During his tour in Australia he appeared at the prestigious Melbourne Comedy Festival. Daryl does many corporate shows, fundraisers and cruise ship appearances. He is also a writer currently working on a book based on his travels and has written articles that have been published in various newspapers and magazines.