The leader of one of the city’s most influential police unions says Mayor Bill de Blasio needs to humble himself to heal the glaring rift between NYPD officers and City Hall.

Edward Mullins, the president of the Sergeants Benevolent Association, said a meeting between Mr. de Blasio and the city’s police unions broke down last week because the Democratic mayor would not denounce his ally, Council Speaker Melissa Mark-Viverito, for wearing an “I can’t breathe” shirt, a symbol of the movement to reform police practices. Mr. Mullins also insisted Mr. de Blasio further angered cops when he reappointed a Brooklyn criminal court judge who set no bail for a teenager accused of threatening police.

“The mayor had a golden opportunity last week,” Mr. Mullins told radio host Joe Piscopo on AM 970 The Answer. “The City Council speaker, who was wearing a ‘I can’t breathe’ t-shirt, he was asked if he would denounce her actions of doing that and the sit down that they had at the City Council and he defended it with, ‘They have a First Amendment right.’ She’s not his puppet and she felt very strongly about the grand jury decision.”

“What he did was reason her actions. But the question was, ‘Would you denounce her actions?’ And he didn’t answer that,” Mr. Mullins added.

Mr. Mullins, a registered Republican and frequent critic of the mayor, said Mr. de Blasio’s decision days later to reappoint Brooklyn Criminal Court Judge Laura Johnson, who was criticized for releasing 18-year-old Devon Coley of Brooklyn after he was charged with making terroristic threats on social media, threw more salt in his union’s wounds, the New York Observer reports.

“The mayor needs to be humble. He needs to realize that his philosophical view of coming into the role of mayor of New York, [his] personal view is not the view of all eight million people,” Mr. Mullins charged. “And he needs to tone that in a different way, channel it in a different way with some type of an apology.”