On November 16, 1895, Taylor married Emma Bonner of Providence, Rhode Island. The following year, they moved west to Duluth, Minnesota after Taylor accepted an editor position at the "News-Tribune". Taylor drolly referred to own editorials as the "What-does-the-New-York-Sun-mean-by-the-following?" variety. He remained in Duluth for three years before coming to Chicago in 1899 to work at the "Chicago Journal". His journalistic fame began when he took over a column titled, "A Little About Everything", which originally contained only brief news items. Taylor made the column more popular by adding humor and light verse.