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- Daniel Radcliffe (Equus, 29 January 2009)
- Natacha Rambova by Alex Gard (Housed in the Billy Rose Theatre Collection of the New York Public Library)
- Sara Ramirez
- Tony Randall by Don Bevan
- Joyce Randolph by Richard Baratz
- Phylicia Rashad
- Herbert Rawlinson by Alex Gard (Housed in the Billy Rose Theatre Collection of the New York Public Library)
- Charles Ray by Alex Gard (Housed in the Billy Rose Theatre Collection of the New York Public Library)
- Janet Reade by Alex Gard (Housed in the Billy Rose Theatre Collection of the New York Public Library)
- Lynn Redgrave
- Sir Michael Redgrave
- Ann Reinking (Chicago and Fosse, 20 March 1999)
- Charles Nelson Reilly by Richard Baratz
- Lee Remick (Don Bevan)
- William Ricciardi by Alex Gard (Housed in the Billy Rose Theatre Collection of the New York Public Library)
- Cathy Rigby (Peter Pan, 26 August 1999)
- Alice Ripley (Next to Normal, 24 September 2009)
- John Ritter
- Chita Rivera by Don Bevan
- Joan Rivers by Richard Baratz
- Jason Robards by Don Bevan
- Jerome Robbins
- Chris Rock
- Richard Rodgers
- Elizabeth Rodriguez
- Ginger Rogers
- Ruth Roland by Alex Gard (Housed in the Billy Rose Theatre Collection of the New York Public Library)
- Anika Noni Rose
- A.M. Rosenthal by Richard Baratz
- Harry Rosenthal by Alex Gard (Housed in the Billy Rose Theatre Collection of the New York Public Library)
- Lillian Roth by Alex Gard (Housed in the Billy Rose Theatre Collection of the New York Public Library)
- Marc Routh (producer Frankel-Baruch-Viertel-Routh Group, June 2004)
- Elvina Rowe by Alex Gard. (Housed in the Billy Rose Theatre Collection of the New York Public Library)
- Arthur Rubin (former actor, singer, and Vice President/General Manager of the Nederlander Organization)
- Paul Rudd (Grace, October 9, 2012)
- Rosalind Russell
- Robert Ryan
- Louis Rydell by Alex Gard (Housed in the Billy Rose Theatre Collection of the New York Public Library)
Read more about this topic: List Of Caricatures At Sardi's Restaurant