A beloved Pittsburgh mayor whose infectious 'Redd Up' campaign and relentless optimism defined a tragically short tenure dedicated to civic renewal.
Bob O'Connor’s ascent to the mayor’s office of Pittsburgh was the culmination of a long, grassroots political journey, making his brief time in power all the more poignant. A native son who built his career from the neighborhood level up, he embodied a classic, approachable style of politics. After previous runs for the office, he finally won in 2005 on a platform of revitalizing a city still finding its post-industrial footing. His signature initiative, 'Redd Up Pittsburgh'—using the local dialect for 'clean up'—mobilized citizens to take pride in their blocks and parks. O'Connor brought a palpable energy and faith to the job, often seen riding his bicycle through city neighborhoods. His vision for a brighter, cleaner, and more unified Pittsburgh was just beginning to take hold when he fell ill. Diagnosed with a rare brain cancer, he passed away after only eight months in office, leaving a city in mourning for the future he promised and the earnest, connecting spirit he represented.
1928–1945
Born between the Depression and the end of WWII. Too young to fight, old enough to remember. They became the conformist middle managers of the 1950s — and the civil rights leaders who quietly dismantled Jim Crow.
Bob was born in 1944, placing them squarely in The Silent Generation. The events that shaped this generation — world wars, depression, and rapid industrialization — shaped the world they entered and the choices available to them.
The biggest hits of 1944
#1 Movie
Going My Way
Best Picture
Going My Way
The world at every milestone
D-Day: Allied forces land at Normandy
NATO founded; Mao proclaims the People's Republic of China
Sputnik launches the Space Age
Kennedy-Nixon debates become first televised presidential debates
Cuban Missile Crisis brings the world to the brink
US sends combat troops to Vietnam
Nixon resigns the presidency
Apple Macintosh introduced
Nelson Mandela elected president of South Africa
Indian Ocean tsunami kills over 230,000
Twitter launches; Pluto reclassified as dwarf planet
Before becoming mayor, he owned and operated a popular ice cream parlor in Pittsburgh.
The phrase 'Redd Up', central to his campaign, is Western Pennsylvania slang meaning to tidy or clean.
A public square in Pittsburgh's Schenley Plaza is named in his honor.
“I want to make Pittsburgh the most livable city in America.”