Roosevelt High School grad 1968

Bob Sirott -(August 9, 1949 - Present) A staple of Chicago broadcasting since 1966, (the year he began working as a page for NBC, while in high school) he worked as a page for NBC. Sirott currently hosts WGN Radio's Noon Show and co-hosts the WGN Sunday Night Radio Special with his wife Marianne Murciano. Along the way Sirott has alternated between radio and television, working for WBBM Radio, WLS Radio, WTTW TV, Fox TV, CBS, and most recently, NBC  Television. In addition to many local Emmys and a national Emmy, Sirott received the Peter Lisagor Award for his reporting on the death of John Lennon

(Dr.) Jerry J. Field - A veteran Chicago journalist, Fields career highlights include Chicago Sun-Times, copy boy 1954-1956, and several return assignments with Herman Kogan(features) Lou Spear (Circulation)and Mel Barker (Promotion) and many years with Irv Kupcinet Productions. Nine years with WFLD-TV when the Sun-Times owned the station.(1965-1974). Lerner Newspapers, Radio TV Columnist.(1974-1998) Former president Chicago Press Club, (1985) and co-founder of Chicago Journalist Hall of Fame (1985)and co-founder of the International Press Club of Chicago. Present Director Professional Learning-Special Programs at the Center for Professional Development and Adj. Professor at the Illinois Institute of Technology, Industrial Management and Technology department.(1998 to present) And a Korean Veteran and currently a senior staff member of the National Student Veterans Association, and member of the Mayor Veterans Affairs Council.

George Gobel, (May 20, 1919 - 1991) Graduated from Roosevelt High School in 1937. Mr. Gobel (also known by fans as "Lonesome George") was one of the biggest comedy stars of the 1950's. He was best known as the host of his own weekly NBC television show, The George Gobel Show, from 1954 to 1960 for which he won an Emmy in 1954.

Fiorentino was all-city and all-conference in football and captain of the 1976 7-1 Section Champs. Currently, Fiorentino is one of the nations best Mixed Martial Artist and Grapplers. He was nominated for induction into the National Italian American Sports Hall of Fame and in 2008 was the #1 ranked over 40 grappler in the nation. Other accolades include: 1998 Extreme Martial Arts MMA Winner; 2006 NAGA Chicago Grappling Champion Heavyweight Division; 2007 NAGA Midwest Grappling Champion, 2007 Midwest Jiu-Jitsu Champion; 2008 Arnold Grappling Championships, 2008 NAGA Midwest Grappling Championship  winning  a  championship  belt. Has  been  Featured in  American  police  beat  magazine  2009, Fightsport  magazine 2009, Amici magazine 2008  with  wife  Heidi, Chicago Sun-times 2007, Fightzone Magazine 2007, Ultimate grappling magazine 2006  and  Police  Magazine 2009. A  Cook  County  Deputy  Sheriff. Joe  is  a  member  of  the  Roosevelt  High  School  Sports  Hall  of  Fame  and  a  member  of  the  United  States  Martial  Arts  Hall  of  Fame. Awarded  The  President`s  Volunteer  Service  Award  from  President  Obama given  a  Gold  President`s  Pin. Naga Europa World Grappling Championship 2009 1st place Expert Division winning a Championship Belt. Awarded The  2010  Illinois  State  Bar  Association  Law  Enforcement  Award. Inducted  into  The  Italian  American  National  Hall  of  Fame .

Leo Melamed (1932 - present) - Founder of the Financial Futures Market, Melamed was named one of the ten most important Chicagoans in business of the 20th Century by the Chicago Tribune and Pensions & Investments said he was one of 30 individuals whose contribution "made the most dramatic difference" in the management of money during the last 100 years. He bagan life on the run from Nazi's in Poland and went on to serve as chairman of the Chicago Mercantile Exchange during which time he launched currency futures and created the International Monetary Market (IMM)-the world's first futures market for financial instruments. Melamed also introduced Globex, the first futures electronic trading system. Today, Melamed is Chairman & CEO of Melamed & Associates, Inc., Chairman Emeritus of the CME Group, and an important force behind the United States Holocaust Memorial Museum.

Nelson Algren (March 28 1909-1981) - Algren, formerly Nelson Ahlgren Abraham, is a 1928 graduate of Hibbard High School and winner of the 1950 National Book Award for his novel The Man with the Golden Arm. Algren wrote extensively about Chicago's underclass, most notably in Never Come Morning, Chicago, City on the Make. The Chicago Tribune awards an annual prize for short fiction in Algren's name each year.

Seymour Simon (August 10, 1915 - September 26, 2006). Seymour Simon served as alderman of Chicago's 40th Ward from 1955 to 1961 and on the Cook County Board from 1962 to 1966.. He was reelected to the Chicago City Council in 1967 and continued in that office until elected to the Appellate Court in 1974. He served 14 years as an Illinois appellate court judge and Illinois Supreme Court justice.

Shel (Sheldon) Silverstein (September 25, 1930-1999) - Silverstein was an author, poet, and musician. His book of children's poetry A Light in the Attic spent a record 182 weeks on the New York Times Best Seller list. He won a Grammy for his collaboration with Johnny Cash on a Boy Named Sue.