In 1986, when Eddie Shah launched "Today," Cainer was approached once more to write a daily Sun sign column. Assured that he would also have the chance to introduce his readers to the deeper side of his subject, Cainer took the post, and his column proved a great success. He left "Today" in January 1992 and joined the "Daily Mail" in December of the same year. His "Times" obituary said that he was "arguably the only hippy ever to write a leading column for the "Daily Mail"". Cainer disliked the editorial stances of the "Daily Mail", he "never once agreed with an editorial they have published".