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 ’47
Chairman Emeritus, Bunzl International Supply. Former Chairman, McDonald’s Corp., former Chairman, University of Notre Dame Board of Trustees. Former Chairman, Chicago White Sox, former Chairman and President, Chicago Cubs. Current Director, Chicago Bears. Recipient of Leo High School’s 90-year anniversary Leo Lions Legacy Award for distinguished service, 2016.
WILLIAM F. CONLON ’63
Senior Counsel (retired), Sidley Austin LLP. Former Assistant United States Attorney. Indiana University football. Two-sport standout and honors graduate from Leo. Recipient of the Leo Lions Legacy Award, 2017.
TOM OWENS ’54*
Founder and former Chairman, XL Datacorp. Former Chairman, the Owens Charitable Trust. Founder and former Chairman, the Cara Program to provide needy Chicagoans with the tools to succeed in life. Recipient of the Leo Lions Legacy Award, 2018.
ROBERT J. SHEEHY ’71
Purdue University football. President and CEO, Robert J. Sheehy and Sons Funeral home. Co-founder, the Mulliganeers Charitable Organization, which assists needy families. Longtime Chairman, Leo High School Advisory Board. Recipient of the Leo Lions Legacy Award, 2019.
MICHAEL HOLMES ’76
Football and baseball standout at Leo. All-Big Ten running back at the University of Illinois. Chicago Catholic League and Chicagoland Sports Hall of Fame member. Coach, teacher, administrator and “second father” to Leo students for more than a generation. Recipient of the Leo Lions Legacy Award, 2020.
HAROLD BLACKMON ’96
Northwestern University football, Seattle Seahawks football; head football coach, Oak Lawn High School.
JOHN BOLES ’66
Lewis University baseball; baseball coach, St. Xavier University and University of Louisville; two-time manager, Florida Marlins.
TOM BRENNAN ’74
Lewis University baseball All-American; major league pitcher, Cleveland Indians, Los Angeles Dodgers.
ANDRE BROWN ’00
McDonald’s All-American. DePaul University basketball. Two-year NBA career, lengthy overseas pro basketball career.
MARIO BULLOCK ’03
Intercollegiate boxer and graduate, United States Military Academy at West Point.
FRANK CONSIDINE ’39*
CEO, National American Can Company and noted Chicago civic leader and philanthropist.
CURTIS COOPER ’75
University of Illinois football; Chicago marketing executive.
BENJAMIN H. DeBERRY ’64
Multi-faceted Chicago entrepreneur; Vice President (retired), the Carlyle Group.
TERRENCE A. DUFFY ’76
Executive Chairman and President, the CME Group.
THOMAS A. DURKIN ’64
Prominent criminal defense attorney, founding partner, Durkin and Roberts.
BILL FIGEL ’72
President, Figel Public Relations Inc.; Journalism instructor, Leo High School.
DONALD FINN ’85
Business Manager, International Brotherhood of Electrical Workers Local 134.
JACK FITZGERALD ’69
Winningest basketball coach in Leo history with more than 400 victories. Also coached at Richards High School and St. Xavier University. Member of Chicago Catholic League and Illinois Basketball Coaches Halls of Fame. College scout, NBA’s Miami Heat.
HON. THOMAS FITZGERALD ’59*
Chief Justice, Illinois Supreme Court.
DONALD F. FLYNN ’57*
CFO, Waste Management, CFO, Blockbuster International; Founder, Emerald Ventures.
ROBERT W. FOSTER ’58*
“Mr. Leo” spent more than 40 years as a classroom teacher, coach, athletic director, principal and president at Leo. leading the school through some turbulent times. Leo High School owes it continued existence to Mr. Foster’s hard work and dedication.
MOST REVEREND JOHN GORMAN ’43
Auxiliary Bishop, Archdiocese of Chicago.
BOB HALLBERG ’62*
Coached the Chicago State, UIC and St Xavier University basketball teams to more than 1,000 wins. Started the women’s basketball program at St. Xavier and coached the Lady Cougars to the NAIA national finals. Also served as SXU’s athletic director.
JASON JEFFERSON ’00
University of Wisconsin football; retired professional player, New Orleans Saints.
EDWARD JOYCE ’70
Retired President, Chicago Board Options Exchange.
JAMES JOYCE ’60
Retired Commissioner, Chicago Fire Department.
WILLIAM KOLOSEIKE ’45*
Former Leo football standout and decorated Marine Corps veteran. Founder of the nine-dealership Bill Kay Auto Group, he was known for his world-wide philanthropy, which extended to Leo High School.
H. RICHARD LANDIS ’47
Co-founder, Landis Plastics; member of the National Plastics Hall of Fame.
SAM LENO ’63
U.S. Navy officer and Vietnam veteran; retired COO/CFO with Fortune 500 healthcare company.
JAY R. LUCHSINGER ’68
Senior counsel, Horwitz & Horwitz law firm.
STATE SEN. EDWARD MALONEY ’64
D-Chicago (retired), educational consultant.
STATE REP. KEVIN McCARTHY ’68
D-Orland Park (retired), educational consultant.
TIMOTHY McCARTHY ’67
University of Illinois football. Former U.S. Secret Service agent decorated for bravery after he was wounded in thwarting an attempt on President Reagan’s life in 1981. Retired Orland Park Police Chief.
DAN McGRATH ’68
Former Chicago Tribune sports editor. President of Leo High School. Chicago Catholic League Hall of Famer.
LT. GEN. GEORGE MUELLNER ’61*
U.S. Air Force (retired), former President, Strategic Defense Systems, Boeing Corp.
THOMAS AQUINAS MURPHY ’34*
Former Chairman, General Manager and CEO of General Motors Corp.
JOHN O’DONNELL ’68
Founder, President and CEO, Riverside Investment and Development.
THOMAS O’MALLEY ’57
Coached Leo’s lights (1966) and heavies (’73) to Catholic League championships. Member, Chicago Catholic League, Illinois Basketball Coaches and Chicagoland Sports Halls of Fame. Retired from St. Xavier University with more than 1,000 wins at St. Xav’s, plus Leo, Reavis and Evergreen Park high schools.
JIM O’TOOLE ’57*
Major league pitcher, Cincinnati Reds, Chicago White Sox. Two-time All-Star, 1961 World Series. Member of the Cincinnati Reds Hall of Fame.
TONY PARKER SR. ’73
Loyola University basketball; overseas professional career; father of NBA All-Star Tony Parker.
WILLIAM PAYNE ’76
Distinguished Engineering Alumnus, Purdue University; Head of Advanced Technologies, Nokia-Siemens Networks.
JOSEPH POWER JR. ’70
Founder/managing partner, Power, Rogers & Smith law firm.
SHAKA RAWLS ’93
Aurora University football. Principal, Leo High School. Enrollment has increased more than 50 percent during his tenure. Distinguished Achievement in Education awards from Illinois Secretary of State Jesse White, the Archdiocese of Chicago and the IDEAL Education Foundation.
TRACY ROBINSON ’04
Leo High School state basketball champion; Loyola University basketball; overseas professional career.
RAYMOND J. SIEGEL ’65
St. Joseph’s College football; founder, President and CEO, RJS Consulting.
ROBERT J. STANDRING ’70
University of Illinois football; founder and President, Standring Financial Services.
DR. JAMES STANKIEWICZ ’66
Nationally renowned ear, nose and throat specialist, Loyola University Medical Center; distinguished professor, Stritch School of Medicine. Loyola University.
MICHAEL THOMPSON ’73
President and CEO, Fair Oaks Farms Foods.
DONALD WHITESIDE ’87
Northern Illinois University basketball; Toronto Raptors NBA basketball.