Both leading contenders for Manhattan D.A. face scrutiny over Trump dealings.

Whoever wins the race to become the next Manhattan district attorney will take over one of the most contentious, highest-profile criminal investigations in the office’s history: the inquiry into former President Donald J. Trump and his business.

Two of the leading candidates in the Democratic primary field, Alvin Bragg and Tali Farhadian Weinstein, have had past contacts with Mr. Trump’s administration — dealings that could become an issue if one of them is the next district attorney.

Mr. Bragg, a former official with the New York attorney general’s office, reminds voters frequently that in his former job, he sued Mr. Trump’s administration “more than a hundred times.”

Ms. Farhadian Weinstein, who once served as general counsel to the Brooklyn district attorney, has been less vocal about Mr. Trump. She only occasionally notes her involvement in a successful lawsuit against the Trump administration. And she has not spoken publicly about interviewing with Trump administration officials for a federal judgeship early in his term.

Mr. Bragg and Ms. Farhadian Weinstein are among eight Democratic candidates vying to replace Cyrus R. Vance Jr., the district attorney, who is not running for re-election. With the primary less than one month away, Mr. Trump continues to loom over the race.

Mr. Vance’s office recently convened a grand jury that will hear evidence about Mr. Trump and his company, according to a person with knowledge of the matter — a sign that the investigation could soon intensify.

Prosecutors were already using grand juries to issue subpoenas, obtain documents and hear some testimony, but the new grand jury is expected to hear from a range of witnesses in the coming months. There is no indication that the investigation has reached an advanced stage or that prosecutors have decided to seek charges against Mr. Trump or his company.

Mr. Trump’s advisers have said that he will try to impugn the motives of the prosecutors investigating him.

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