In January 2014, Dowd said she ate about one-quarter of a cannabis-infused chocolate bar, while touring the legalized recreational cannabis industry. She said she was later told she should have only eaten one-sixteenth, which was not in the instructions on the label. She then described her negative experiences with legal cannabis in a June 3, 2014, The New York Times op-ed. In September 2014, Dowd followed up on this story with another New York Times op-ed, this time describing a discussion of using consumable cannabis with her "marijuana Miyagi" Willie Nelson.
On March 4, 2014, Dowd published a column about the dominance of men in the film industry; in it, she quoted Amy Pascal, co-chairman of Sony Pictures Entertainment. According to BuzzFeed, "leaked emails from Sony" suggested that Dowd had promised to provide the draft column to Pascal's husband, former Times reporter Bernard Weinraub, prior to the column's publication. BuzzFeed said the column "painted Pascal in such a good light that she engaged in a round of mutual adulation with Dowd over email after its publication." Both Dowd and Weinraub have denied that Weinraub ever received the column. On December 12, 2014, Times public editor Margaret Sullivan concluded, "While the tone of the email exchanges is undeniably gushy, I don't think Ms. Dowd did anything unethical here." In August 2014, it was announced that Dowd would become a staff writer for The New York Times Magazine. Her first article under the new arrangement was published more than a year later.