He answered a local newspaper advertisement in 1983 placed by Paul Heaton that said Trombonist seeks street musicians around the city. After leaving the band, he ran a whole food shop for about five years.
Since then he has gone on to become an author of children's books and television scripts, including the English language version of S4C show The Baaas. He also composes music and songs for children's television, including for Nickelodeon.
He married Amelia in May 1988 in Hull and has two daughters and two sons, one of whom is called Robin.
In 2009, he co-wrote and appeared in a preschool music series called The Bopps for Nick Jr UK, which aired in April 2010.
He wrote a series of books whose main character is a hippopotamus named Henrietta. He also wrote episodes of Yoho Ahoy, a children's programme aired in 2000 and 2001, consisting of thirty nine episodes, of which twenty were in series one, and the rest in series two.
In January 2013, Cullimore launched a civil action suit again Northampton Town footballer Luke Guttridge, after the latter struck and killed Cullimore's prized Alsatian dog with his converted school bus. In May of the same year the case was settled out of court for an undisclosed sum.