As a student, Jeffrey Friedlander said he was only “vaguely aware” of the New York City Law Department. But one of his professors at the New York University Law School recruited him to the agency, and he ended up spending his entire professional career there.

Friedlander, 68, told colleagues late Wednesday that “with much ambivalence” he was leaving the Law Department in a few months—44 years after he arrived and after two decades as first assistant corporation counsel.

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