Gottlieb began his career in publishing as the editorial assistant to Simon & Schuster editorial director, Jack Goodman. Gottlieb, who had been working seasonally at
Macy's and translating from French on a freelance basis, had actively looked for a publishing career since leaving Cambridge. In his memoir, he self-deprecatingly wrote that the books Simon & Schuster published were below his "exquisite literary standards" at that point, but his need for an opening into publishing made him want to take the interview. The first book published by the firm was famously a book of crosswords, which sold extremely well; the company also first established the children's book series
Little Golden Books, which published the best-selling children's book for decades,
The Poky Little Puppy, in 1942. Two years after his start at Simon & Schuster, Gottlieb's boss Jack Goodman died suddenly in August 1957. Around Gottlieb's arrival, more than 5 different executives had either died or left—an exodus that included founder
Richard Simon, who retired in late 1957. In his memoir, Gottlieb describes the time of his leadership a "peculiarly divided" time for the company, based on differences between the old guard and the new. An early success for Gottlieb came with Rona Jaffe's
The Best of Everything (1958)
, which film producer
Jerry Wald had commissioned—in an agreement with Goodman—before it was finished. The book's path to publication straddled Goodman's death, so Gottlieb naturally retained the responsibility for it as Goodman's assistant. Heller's literary agent
Candida Donadio sent multiple publishing houses a 75-page manuscript of the unfinished novel in the mid-1950s. Multiple periodicals and publishers found it confusing, according to Heller's biographer. Gottlieb and
Tom Ginsberg from
Viking Press both expressed interest in Heller's initial pages. Heller and Donadio went with Simon & Schuster, largely due to Gottlieb's zeal for the book. Gottlieb was still junior at Simon & Schuster, but he overrode doubts from the founder's younger brother
Henry Simon, who saw nothing in the book, and the more senior editors
Peter Schwed and
Justin Kaplan, who found the book overly repetitive. Gottlieb did concede that the book needed extensive revisions to reconcile the comedy with the book's more searing qualities, but wrote in a 1958 report that it would provide the company prestige among "real admirers in certain literary sets." Gottlieb, working with Heller and Simon & Schuster advertising representative
Nina Bourne, cut the draft by around 200 pages. Gottlieb and Bourne tried to engineer a positive review from the prestigious
New York Times Book Review by demanding a young "with-it" reviewer
, yet the review from
Richard Stern dismissed the book as "emotional hodgepodge." Gottlieb and Bourne capitalized on the positive reviews from some publications and from famous writers— a group that included
Harper Lee,
Art Buchwald, and
Nelson Algren, among others— by aggressively purchasing ads in the
Times and other periodicals to display the praise. Though the hardcover edition did not sell well enough to reach the
Best Seller list, it did manage to run for six printings before Gottlieb sold the paperback rights to low-cost publisher
Dell for $32,000. Dell sold 800,000 copies by September 1962 and the combined book sales exceeded 1.1 million by April 1963, a year and a half after the initial publishing. The book has competing narratives as to how it earned its titular number. Donadio frequently claimed that the title was changed to 22 as a way to reference her birthday (October 22). Gottlieb vociferously disputed that narrative as a lie, claiming that he distinctly remembered calling Heller in the middle of the night to tell him that "22" was funnier than "18." Heller felt that the titular 22 may have derived from his offering to call the airplanes in the book "B-22s," after a legal team suggested that the military may object to usage of the name "
B-25."
Later years, 1960-1968 Former editor and Simon & Schuster historian Peter Schwed notes that Gottlieb had some luck in the early 1960s in recognizing publishing potential where others did not. Gottlieb bought the American rights to publish
R.F. Delderfield's
A Horseman Riding By, which every American publisher, including Simon & Schuster, had declined to try to transfer to the U.S. The hardcover went through 13 printings, selling 1 million copies within a year (though the majority were sold through the
Book of the Month Club). Off of the hardcover sales, Gottlieb auctioned the paperback rights for $400,000 to
Fawcett. The book was commissioned by Houghton Mifflin, her American publisher, on the strength of their previous collaboration. The first print-run of 20,000 copies sold out on the first day of availability. The book became a phenomenon, with Mitford taking interviews on television and radio programs.
The American Way of Death stayed on the best-seller list for one year, with some of it spent in the first spot. It was so influential that
Robert F. Kennedy told Mitford that he initially chose the least ornate model for his
brother's coffin, due to the extortionary practices she had documented. After reading and enjoying the novel, Gottlieb wrote that he was left with one impression: the 800-page manuscript was best suited as two completely separate novels.
Rejection of A Confederacy of Dunces Gottlieb suffered some ignominy for rejecting
A Confederacy of Dunces by
John Kennedy Toole, a book that later won the
Pulitzer Prize when it was published posthumously eleven years after the author's death by suicide. The editing process progressed over two years of back-and-forth letters starting from when Toole sent his manuscript, unsolicited, to Gottlieb in 1964. In the letters, Gottlieb referred to Toole as "wildly funny, funnier than almost anyone around," but said he felt his book "does not have a reason," unfavorably comparing it to
Catch-22 or
V. Despite the rejection, Gottlieb asked Toole if he could keep the manuscript; Toole decided that there was not a path forward and requested it be returned. In his 2016 memoir, Gottlieb wrote that, after returning to
A Confederacy of Dunces decades later
, he felt the same about its flaws. The author's mother, Thelma Toole, who had convinced a small academic press to publish the novel with a grant from the
National Endowment for the Arts, fixated on Gottlieb as a source of her son's suicidal despair. Toole originally blamed Gottlieb for keeping her son "on tenterhooks" with their extended correspondence, but quickly began to use antisemitic canards, calling the editor "a Jewish creature." Aside from
A Confederacy of Dunces, Gottlieb also wrote that he had regretted his rejections of
The Collector by
John Fowles and
Larry McMurtry's
Lonesome Dove (while at Knopf
). ==
The New Yorker ==