Since Leo High School’s founding in 1926, Leo graduates have been leaders and innovators in all walks of life.

A brief list of distinguished Leo grads:

ANDREW J. McKENNA
Chairman Emeritus, Schwarz Supply Source; former president, University of Notre Dame Board of Trustees; former president, Chicago Cubs and Chicago White Sox; Chicago Bears Board of Directors; recipient of Leo High School’s 90-year anniversary Lifetime Achievement Award.

WILLIAM F. CONLON
Senior counsel, Sidley Austin law firm. Former Assistant U.S. Attorney. Two-sport standout and Honors graduate, Leo High School. Recipient of Leo High School’s 2017 Lifetime Achievement Award.

HAROLD BLACKMON
Northwestern University football; Seattle Seahawks; head football coach, St. Laurence High School.

JOHN BOLES
Lewis University baseball; St. Xavier University coach; two-time Florida Marlins manager.

TOM BRENNAN
Lewis University baseball; major league pitcher, Cleveland Indians, Los Angeles Dodgers.

ANDRE BROWN
McDonald’s All-American; DePaul University basketball; overseas pro basketball career.

MARIO BULLOCK
Intercollegiate boxer and graduate, United States Military Academy at West Point.

FRANK CONSIDINE*
CEO, National American Can Company and noted Chicago civic leader and philanthropist.

CURTIS COOPER
University of Illinois football; Chicago marketing executive.

BENJAMIN H. DeBERRY
Chicago entrepreneur; senior vice-president, the Carlyle Group.

TERRENCE A. DUFFY
Executive Chairman and President, the CME Group.

THOMAS A. DURKIN
Prominent criminal defense attorney, founding partner, Durkin and Roberts.

DONALD FINN
Business Manager, International Brotherhood of Electrical Workers Local 134.

JACK FITZGERALD
Former Leo and Richards basketball coach, member of Illinois Basketball Coaches Hall of Fame, Midwest college scout, Miami Heat.

HON. THOMAS FITZGERALD*
Chief Justice, Illinois Supreme Court.

DONALD F. FLYNN*
CFO, Waste Management, CFO, Blockbuster International; Founder, Emerald Ventures.

BOB FOSTER
Retired President, Leo High School, former head football coach, athletic director and principal over 40 years as “Mr. Leo.”

MOST REVEREND JOHN GORMAN
Auxiliary Bishop, Archdiocese of Chicago.

BOB HALLBERG
More than 1,000 basketball coaching victories at Chicago State, UIC and St. Xavier; women’s coach and athletic director, St. Xavier University.

MICHAEL HOLMES 
University of Illinois football, vice-president, head football coach, director of admissions, Leo High School.

JASON JEFFERSON
University of Wisconsin football; retired professional player, New Orleans Saints.

EDWARD JOYCE
Retired President, Chicago Board Options Exchange.

JAMES JOYCE
Retired Commissioner, Chicago Fire Department.

BILL KOLOSEIKE
Decorated World War II veteran, President and CEO, Bill Kay Auto Group.

H. RICHARD LANDIS
Co-founder, Landis Plastics; member of the National Plastics Hall of Fame.

SAM LENO
U.S. Navy officer and Vietnam veteran; retired COO/CFO with Fortune 500 healthcare company.

JAY R. LUCHSINGER
Senior counsel, Horwitz & Horwitz law firm.

STATE SEN. ED MALONEY
D-Chicago (retired), educational consultant.

STATE REP. KEVIN McCARTHY
D-Orland Park (retired), educational consultant.

TIM McCARTHY
Former Secret Service agent decorated for bravery after being wounded in 1981 attempt on President Reagan’s life, Orland Park police chief.

DAN McGRATH 
Former sports editor, Chicago Tribune; president, Leo High School.

LT. GEN. GEORGE MUELLNER
U.S. Air Force (retired), former President, Strategic Defense Systems, Boeing Corp.

JOHN O’DONNELL
Founder, president and CEO, O’Donnell Investment Group.

TOM O’MALLEY
Men’s basketball coach, St. Xavier University; more than 900 wins at St. Xav’s, Reavis and Evergreen Park high schools.

JIM O’TOOLE
Major league pitcher, Cincinnati Reds, Chicago White Sox; 1961 World Series; member of Cincinnati Reds Hall of Fame.

TOM OWENS
Retired Chairman, XL Datacorp, Chairman, Owens Charitable Trust, founder, the Cara Program to assist Chicago’s homeless.

TONY PARKER SR. 
Loyola University basketball; overseas professional career; father of NBA All-Star Tony Parker.

WILLIAM PAYNE
Distinguished Engineering Alumnus, Purdue University; Head of Advanced Technologies, Nokia-Siemens Networks.

JOSEPH POWER JR.
Founder and senior partner, Power, Rogers & Smith law firm.

SHAKA RAWLS
Principal, Leo High School.

TRACY ROBINSON
Leo High School state basketball champion; Loyola University basketball; overseas professional career.

ROBERT J. SHEEHY
Purdue University football; co-owner, Robert J. Sheehy & Sons Funeral Home; vice-president, State Bank of Countryside.

RAYMOND J. SIEGEL
St. Joseph’s College football; founder, president and CEO, RJS Consulting.

ROBERT J. STANDRING
University of Illinois football; founder and president, Standring Financial Services.

DR. JIM STANKIEWICZ
Nationally renowned ear, nose and throat specialist, Loyola University Medical Center; distinguished professor, Stritch School of Medicine. Loyola University.

MICHAEL THOMPSON
President and CEO, Fair Oaks Farms Foods.

DONALD WHITESIDE
Northern Illinois University basketball; Toronto Raptors NBA basketball.

*–deceased