- James A. Roosevelt, Banker/Insurance/Civic Affairs (1825–1898; member, 1866–1898)
- James R. Roosevelt, Railroad (1854–1927; member, 1893–1927)
- James West Roosevelt, Physician (1858–1896; member, 1890–1896)
- Robert Barnwell Roosevelt, Lawyer/Politician/Author (1829–1906; member, 1859–1877)
- Silas Weir Roosevelt, Lawyer/Poet (1823–1870; member, 1859–1865)
- Theodore Roosevelt, Merchant (Plate Glass)/Philanthropist/Civic Affairs (1831–1878; member, 1864–1878)
- Theodore Roosevelt, Lawyer/Governor of New York/U.S. President (1858–1919; member, 1884–1919)
- W. Emlen Roosevelt, Banker (1857–1930; member, 1891–1930)
- Elihu Root, Secretary of State/Secretary of War/U.S. Senator (1845–1937; member, 1886–1937)
- Frank D. Root, Journalist (1850–1928; member, 1891–1928)
- Joseph C. Roper, Physician (1869–1955; member, 1915–1955)
- John Codman Ropes, Lawyer (1836–1899; member, 1892–1899)
- Wickliffe Rose, Director, International Health Commission (1862–1931; member, 1916–1931)
- Joseph G. Rosengarten, Lawyer (1835–1921; member, 1894–1897)
- Ehrick K. Rossiter, Architect (1854–1941; member, 1890–1941)
- Thomas P. Rossiter, Artist (1817–1871; member, 1847–1871)
- A. Lawrence Rotch, Meteorologist (1861–1912; member, 1903–1912)
- Peyton Rous, Physician (1879–1970; member, 1921–1970)
- Leo S. Rowe, Professor/U.S. Assistant Secretary of the Treasury (1871–1946; member, 1904–1946)
- William V. Rowe, Lawyer (1861–1930; member, 1904–1930)
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