After receiving his degree, Howard moved to New York and was hired by Grosset & Dunlap Publishers. In one of fate’s little twists, one of the titles he worked on at that time was The Mickey Mouse Club Scrapbook.
In 1974, his one act plays, ‘Cause Maggie’s Afraid Of the Dark and Mud Season, were produced at the Direct Theater. In 1976, he wrote the book for Dreamstuff, produced at the WPA Theater on the Bowery (music Marsha Malamet, lyrics Dennis Green).
Circle Repertory’s Projects-In-Process produced Howard’s play, The Confirmation in 1976. In the following year it was produced at Princeton’s McCarter Theater in a production featuring Hershel Bernardi.
In 1977 Howard and partners Stuart White, Kyle Renick and Steve Wells took over leadership of the WPA, moving it to a new space on Fifth Avenue and 19th Street. Howard was named Artistic Director of the theater, which quickly became known as a producer of distinctive off-off Broadway theater.
In 1978, at the suggestion of renowned educator and head of the BMI Workshop, Lehman Engel, Howard began working with composer Alan Menken. Howard had long loved the works of Kurt Vonnegut and was anxious to create a musical based on his novel, God Bless You Mr. Rosewater.
In May 1979, God Bless You, Mr. Rosewater, based on the seminal Kurt Vonnegut novel with book, lyrics and direction by Howard and music by Alan Menken, opened to great reviews at the WPA Theater. Soon after, the show moved to the Off Broadway Entermedia Theater for a short run. In 1981, Howard directed another production of the show at Arena Stage in Washington DC.
In the spring of 1982 Little Shop of Horrors opened at the WPA Theater, with book, lyrics and direction by Howard and music by Alan Menken. An immediate underground success, it transferred during the summer to the Orpheum Theater in Manhattan’s East Village where it ran for five years, winning numerous awards and spawning productions all over the world.
During 1982 and 1983, Howard directed productions of LSOH in Los Angeles and London as well as the first national tour of the show in 1984.
In mid-1984, Howard and composer Jonathan Sheffer wrote two songs (Song For A Hunter College Graduate, Straw Boater Rag) for a Hal Prince-directed revue called Diamonds.
A film version of Little Shop of Horrors, with a screenplay by Howard and directed by Frank Oz was released in 1986. Mean Green Mother From Outer Space, written by Howard and Alan for the film version of LSOH was nominated for an Academy Award.
Howard’s next project was a new musical called Smile, which he directed and for which he wrote the book and lyrics. Marvin Hamlisch composed the music. Smile previewed in Howard’s hometown of Baltimore and transferred to the Lunt-Fontanne Theater on Broadway in November of 1986. Though the show enjoyed only a short run, it has since become popular with high school and college theater groups.