Michael "Mike" Royko (September 19, 1932 – April 29, 1997) was a newspaper columnist in Chicago, who won the 1972 Pulitzer Prize for commentary. Over his 30-year career, he wrote over 7,500 daily columns for three newspapers, the Chicago Daily News, the Chicago Sun-Times, and the Chicago Tribune.

Mike Royko grew up in Chicago, living in an apartment above a bar. His mother, Helen (née Zak), was Polish, and his father, Michael Royko, Ukrainian (born in Dolyna). He briefly attended Wright Junior College and then enlisted in the U.S. Air Force in 1952.

On becoming a columnist, he drew on experiences from his childhood. He began his newsman's career as a columnist in 1955 for The O'Hare News (Air Force base newspaper), the City News Bureau of Chicago and Lerner Newspapers' Lincoln-Belmont Booster before working at the Chicago Daily News as a reporter, becoming an irritant to the City's Democratic Machine politicians with penetrating and skeptical questions and reports.

Reporter Mike Royko covered Cook County politics and government in a weekly political column, soon supplemented with a second, weekly column reporting about Chicago's folk music scene. The success of those columns earned him a daily column in 1964, writing about all topics for the Daily News, a liberal afternoon newspaper. His column appeared five days a week until 1992, when he cut back to four days a week.Studs Terkel explained Royko's incredible productivity and longevity by simply saying, "He is possessed by a demon." In 1972, Royko received the Pulitzer Prize for commentary as a Daily News man.

Roger Joseph Ebert ( /ˈiːbərt/; born June 18, 1942) is an American journalist, film critic and screenwriter. He is the first film critic to win a Pulitzer Prize for Criticism.

Ebert is known for his film review column (appearing in the Chicago Sun-Times since 1967, and later online) and for the television programs Sneak Previews, At the Movies with Gene Siskel and Roger Ebert, and Siskel and Ebert and The Movies, all of which he co-hosted for a combined 23 years with Gene Siskel. After Siskel's death in 1999, Ebert teamed with Richard Roeper for the television series Ebert & Roeper & the Movies, which began airing in 2000. Although his name remained in the title, Ebert did not appear on the show after mid-2006 after he suffered post-surgical complications related to thyroid cancer, leaving him unable to speak. Ebert ended his association with the show in July 2008, but in February 2009 he stated that he and Roeper would continue their work on a new show. Ebert's current show, Ebert Presents: At the Movies, premiered on January 21, 2011, with Ebert contributing a review voiced by someone else in a brief segment called "Roger's Office".

Louis "Studs" Terkel (May 16, 1912 – October 31, 2008) was an American author, historian, actor, and broadcaster. He received the Pulitzer Prize for General Non-Fiction in 1985 for The Good War, and is best remembered for his oral histories of common Americans, and for hosting a long-running radio show in Chicago.

Terkel was born to Samuel Terkel, a Russian Jewish tailor and his wife, Anna Finkelin in New York City, New York. At the age of eight he moved with his family to Chicago, Illinois, where he spent most of his life. He had two brothers, Ben (1907–1965) and Meyer (1905–1958).

From 1926 to 1936, his parents ran a rooming house that also served as a meeting place for people from all walks of life. Terkel credited his understanding of humanity and social interaction to the tenants and visitors who gathered in the lobby there, and the people who congregated in nearby Bughouse Square. By 1939, he had grown to adulthood, marrying Ida Goldberg (1912–1999) that year, and the couple produced one son, Dan. Although he received his law degree from the University of Chicago Law School in 1934, he decided instead of practicing law, he wanted to be a concierge at a hotel, and he soon joined a theater group.

Francis Albert "Frank" Sinatra,  /sɨˈnɑːtrə/, (December 12, 1915 – May 14, 1998) was an American singer and film actor.

Beginning his musical career in the swing era with Harry James and Tommy Dorsey, Sinatra became an unprecedentedly successful solo artist in the early to mid-1940s, after being signed to Columbia Records in 1943. Being the idol of the "bobby soxers", he released his first album, The Voice of Frank Sinatra in 1946. His professional career had stalled by the 1950s, but it was reborn in 1953 after he won the Academy Award for Best Supporting Actor for his performance in From Here to Eternity.

He signed with Capitol Records in 1953 and released several critically lauded albums (such as In the Wee Small Hours, Songs for Swingin' Lovers, Come Fly with Me, Only the Lonely and Nice 'n' Easy). Sinatra left Capitol to found his own record label, Reprise Records in 1961 (finding success with albums such as Ring-a-Ding-Ding!, Sinatra at the Sands and Francis Albert Sinatra & Antonio Carlos Jobim), toured internationally, was a founding member of the Rat Pack and fraternized with celebrities and statesmen, including John F. Kennedy. Sinatra turned 50 in 1965, recorded the retrospective September of My Years, starred in the Emmy-winning television special Frank Sinatra: A Man and His Music, and scored hits with "Strangers in the Night" and "My Way".