Hayward has been a writer for Breitbart News Network since 2013. Prior to that, he worked for two decades in computers and business consulting before becoming an amateur blogger under the pseudonym "Doctor Zero" for Hot Air. As he developed a large following, he also received criticism for being an anonymous voice, so he decided to reveal his full name and go public. Shortly thereafter, he began doing radio interviews across the country for his writing and was contacted by Human Events in Washington, D.C. to become a full-time professional columnist.
Management at Breitbart News noticed his work and invited him to join Breitbart.com. Hayward jumped at the opportunity to "join a platform with so much reach, to be a part of something so huge."
Hayward's work has been cited by radio and television outlets from Rush Limbaugh and Mark Levin to Fox News. His essays have been incorporated into several high school and college textbooks, and he gives occasional lectures on media analysis and writing online. He frequently guest-hosts Breitbart News Tonight on SiriusXM channel 125, the Patriot Channel.