Miller's column in the Lawyers Weekly began as a classic instance of right place at the right time. He had just left law school, finding himself uninterested in law practice, and feeling that he had betrayed his abilities and interests as a writer. His legal background, combined with his experience as an advertising copywriter at Ogilvy & Mather and a small Toronto agency, landed him a job as a marketing writer and layout designer at Butterworths, the legal publisher. Shortly thereafter, Butterworths started up Ontario Lawyers Weekly, a newspaper directed at legal professionals in Ontario, Canada.

Aware of Miller's penchant for the humorous essay à la Thurber and Trillin, Butterworths Canada's president of the day, Geoffrey Burn, asked him if he could write something to liven up the newspaper's back page. The column became a regular feature, and its focus expanded beyond humor into general commentary and essays connecting current legal news with legal history. Within two years of its creation, the column moved to page three as "Off the Record," and the paper went national.

This Lawyers Weekly column of February 18, 2000, commemorating the death of Canadian actor John Candy, adds some local color to the story of the column's birth.

During the same period, Miller has written journalism for national newspapers in Canada as well as for North American magazines such as Saturday Night, Canadian Lawyer, The National, The Financial Post, Verbatim, Books in Canada, and Performing Arts in Canada. As well, he appeared as regular legal correspondent on "Basic Black," the national Saturday morning show on CBC Radio One, and more recently began writing the "Uncommon Law" column for the legal website Bar-eX.com.