Raymond P. Tolentino is counsel at Kaplan Hecker & Fink LLP, where he specializes in appellate and complex civil litigation. In October 2020, Professor Tolentino took a leave of absence from Kaplan Hecker to serve as Special Counsel to Senator Amy Klobuchar on the Senate Judiciary Committee for the Supreme Court confirmation hearing of Justice Amy Coney Barrett. Before joining Kaplan Hecker, Professor Tolentino was counsel at Akin Gump Strauss Hauer & Feld LLP, where he was a member of the Supreme Court and Appellate group.

Professor Tolentino served as a law clerk for Justice Sonia Sotomayor of the Supreme Court of the United States, Judge Cornelia T.L. Pillard of the U.S. Court of Appeals for the D.C. Circuit, Judge M. Margaret McKeown of the United States Court of Appeals for the Ninth Circuit, and Judge Kiyo A. Matsumoto of the United States District Court for the Eastern District of New York.

Professor Tolentino graduated summa cum laude from Georgetown University Law Center in 2012, where he was the recipient of the Francis E. Lucey, S.J. Award, the Senior Articles Editor of The Georgetown Law Journal, a law fellow and a senior writing fellow for the Legal Research and Writing Program, and a member of the moot court team. He received his undergraduate degree in English, summa cum laude, from Georgetown University.