Robert Charles Benchley (September 15, 1889 – November 21, 1945) was an American humorist, newspaper columnist and actor. From his beginnings at The Harvard Lampoon while attending Harvard University, through his many years writing essays and articles for Vanity Fair and The New Yorker and his acclaimed short films, Benchley's style of humor brought him respect and success during his life, from his peers at the Algonquin Round Table in New York City to contemporaries in the burgeoning film industry.

Benchley is remembered best for his contributions to the magazine The New Yorker; his essays for that publication, whether topical or absurdist, influenced many modern humorists. He also made a name for himself in Hollywood, when his short movie How to Sleep was a popular success and won Best Short Subject at the 1935 Academy Awards. He also made many memorable appearances acting in movies such as Alfred Hitchcock's Foreign Correspondent (1940) and Nice Girl? (1941). Also, Benchley appeared as himself in Walt Disney's behind the scenes movie, The Reluctant Dragon (1941). His legacy includes written work and numerous short movie appearances.

Robert Benchley was born on September 15, 1889, in Worcester, Massachusetts, the second son of Charles Henry Benchley and Maria Jane (Moran). They were of Welsh and Northern Irish (Protestant) ancestry, respectively, both from colonial stock. His brother Edmund was thirteen years older. Benchley was later known for writing elaborately fanciful autobiographical statements about himself (at one time asserting that he wrote A Tale of Two Cities before being buried at Westminster Abbey).

His father served with the Union army for two years during the Civil War and had a four-year hitch in the Navy before settling again in Worcester, marrying and working as a town clerk. Benchley's grandfather Henry Wetherby Benchley, a member of the Massachusetts Senate and Lieutenant Governor during the mid-1850s, went to Houston, Texas and became an activist for the Underground Railroad for which he was arrested and jailed.

Robert's older brother Edmund (born March 3, 1876) was a 4th year cadet at West Point in 1898 when his class was graduated early to support preparations for the Spanish–American War; he was killed July 1 at the Battle of San Juan Hill. When news reached the family, Maria's stunned reaction was to cry out, "Why couldn't it have been Robert?!"; accounts conflict as to whether Robert (who was nine years old at the time) heard this.

Edmund's fiancée Lillian Duryea, a wealthy heiress, doted on Robert for many years, and Edmund's death may have encouraged the pacifist sympathies present in Robert's writing. Additionally, because the news about Edmund had arrived during a July 4th celebration, Robert for the rest of his life associated fireworks with Edmund's death.

Robert Benchley met Gertrude Darling in high school in Worcester. They became engaged during his senior year at Harvard University, and they married in June 1914. Their first child, Nathaniel Benchley, was born a year later. A second son, Robert Benchley Jr., was born in 1919.

Robert grew up and attended South High School in Worcester and was involved in academic and traveling theatrical productions during high school. Thanks to financial aid from his late brother's fiancée, Lillian Duryea, he could attend Phillips Exeter Academy in Exeter, New Hampshire for his final year of high school. Benchley reveled in the atmosphere at the academy, and he remained active in creative extracurricular activities, thereby damaging his academic credentials toward the end of his term.