SuperSonics Paul Sills, original director of The Second City Joe Silver, actor, You Light Up My Life, Deathtrap Nate Silver, quarterback of first Notre Dame undefeated team, 1903 Shel Silverstein, cartoonist, screenwriter, author of children's books Ken Silvestri, MLB catcher and coach Bobby Simmons, guard for five NBA teams Jade Simmons, concert pianist, 2000 Miss America runner-up Liesel Pritzker Simmons, actress, heiress Marty Simmons, basketball coach, Evansville University Tony Simmons, NFL wide receiver 1998–2002 Bryan W. Simon, film and stage director Paul Simon, politician (Democrat), U.S. Senator 1985–97, presidential candidate (born in Oregon) Roger Simon, journalist, columnist for Politico Scott Simon, program host for National Public Radio Sheila Simon, law professor, Illinois lieutenant governor S. Sylvan Simon, film director and producer, I Love Trouble, The Fuller Brush Man, Born Yesterday Carole Simpson, radio and TV journalist Diane Simpson-Bundy, two-time Olympian in rhythmic gymnastics Edna Oakes Simpson, U.S. Representative 1959–61, widow of Sid Simpson Sid Simpson, transportation executive, U.S. Representative 1943–58 Will Simpson, Olympic gold medalist in equestrian Mike Singletary, Hall of Fame linebacker for Chicago Bears (born in Texas) James Singleton, power forward for the Guangdong Southern Tigers Gary Sinise, Golden Globe and Emmy Award-winning actor, director, musician, CSI: NY, Forrest Gump, Apollo 13 Charlie Siringo, Chicago-based Pinkerton's detective (born in Texas) Bob Sirott, radio and TV personality Joseph J. Sisco, CIA officer and diplomat Gene Siskel, film critic, co-host of Siskel & Ebert George Skakel, industrialist, father of Ethel Kennedy William V. Skall, Oscar-winning cinematographer Bob Skelton, swimmer, 1924 Olympic gold medalist Roe Skidmore, 1-for-1 for Cubs in lone MLB at-bat Jeffrey Skilling, former president of Enron, convicted of multiple federal felony charges Tom Skilling, meteorologist for WGN News Cornelia Otis Skinner, actress and author Frank Skinner, Oscar-nominated composer Jane Skinner, TV journalist, wife of NFL Commissioner Roger Goodell Samuel K. Skinner, U.S. Secretary of Transportation and White House Chief of Staff for President George H. W. Bush Lou Skizas, MLB outfielder 1956–59 Tony Skoronski, jockey Bill "Moose" Skowron, MLB first baseman, five World Series championships with New York Yankees Victor Skrebneski, photographer Sl–Sn Jack Slade, gunfighter, Pony Express rider Duke Slater, NFL tackle and College Football Hall of Famer John Slater, physicist James M. Slattery, U.S. Senate appointee Martha Sleeper, actress Grace Slick, lead singer of Jefferson Airplane, Jefferson Starship, composer of "White Rabbit" Blake Sloan, NHL winger 1999–2004 Jerry Sloan, NBA All-Star player and coach for Chicago