Before becoming a columnist, Jacoby worked briefly as an attorney with the firm BakerHostetler, and as deputy manager of Raymond Shamie's senatorial campaign in 1984. Following Shamie's loss, Jacoby worked for 15 months as an assistant to John Silber, then-president of Boston University. Jacoby is a member of the board of the Ford Hall Forum, the nation's oldest free public-lecture series.
Journalism
Jacoby's column has been published on the op-ed page of The Boston Globe since 1994. From 1987 to 1994, he was chief editorial writer for the Boston Herald. Within months of his debut at the Globe, he was described by the left-leaning Boston Phoenix as "the region's pre-eminent spokesman for Conservative Nation," and a columnist who had "quickly established himself as a must-read." Jacoby has also been a commentator on the localNPR affiliate, WBUR, and for several years hosted a talk show on local television. He is also a public speaker who lectures nationwide. In 1997, Jacoby published "A message to my newborn son". The article became the first in an annual tradition, publishing "Letters to Caleb" until 2009.
2000 suspension
In 2000, Jacoby was suspended by the Globe for four months without pay for what the paper called his "serious journalistic misconduct" in failing to provide sources for a Fourth of July column on the fate of the signers of the Declaration of Independence. Although the themes and ideas in the column had already appeared in other media outlets, Jacoby neglected to mention that the column's content was not original. The Globe "avoided calling the column a work of plagiarism but stated that Jacoby should have alerted readers to similar accounts published elsewhere over the years." On CNN's Reliable Sources, veteran journalists Bernard Kalb and Howard Kurtz concluded that "Jeff Jacoby got shafted by the Boston Globe." Time magazine's Lance Morrow wrote that "Jacoby's offense was no offense." Many conservative organizations and commentators expressed outrage, saying that Jacoby had been unfairly held to a far stricter standard than other journalists would be. The Boston Phoenix, often at odds with Jacoby's views, also rose to Jacoby's defense. Jacoby acknowledged having "made a mistake" in not including a disclaimer that the material in the column had been recycled, but called the critical reaction of the Globeombudsman, Jack Thomas, "disgraceful and nonsensical." He told Fox News' Bill O'Reilly that he had received an offer from another media outlet. The suspension came two years after the forced resignations of Globe columnists Mike Barnicle and Patricia Smith, who were caught fabricating stories and quotes. Boston University professor Tobe Berkovitz hypothesized that the scandals surrounding those two columnists had influenced the Globes decision to suspend Jacoby. "Considering the recent track record with problems with columnists at the Globe, I'm not surprised with the action they took," Berkovitz said. Jacoby claimed that as the only conservative columnist on the otherwise liberal Globeop-ed pages, he was held to a higher standard. "I've been aware from the outset that I have to be extremely aware of my column," he told the Associated Press. In August 2000, Jacoby filed a grievance through his union, The Newspaper Guild.