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Thomas D’Alesandro III, a former Baltimore mayor affectionately known as “Young Tommy” and member of a storied political family, died at his North Baltimore home Sunday of stroke complications.

He was 90 years old.

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The oldest brother of U.S. House of Representatives Speaker Nancy Pelosi, D’Alesandro was mayor for one tumultuous term, from 1967 to 1971, that was marked by the 1968 riots, racial strife and strikes by city laborers, bus drivers and even symphony musicians.

Former Mayor Tommy D'Alesandro stands at the intersection of Broadway and East Fayette St. where forty years ago he stood as mayor after rioting had destroyed a number of buildings.
Former Mayor Tommy D'Alesandro stands at the intersection of Broadway and East Fayette St. where forty years ago he stood as mayor after rioting had destroyed a number of buildings. (Jed Kirschbaum / Baltimore Sun)

But it was also a time of rebuilding what even then was an aging city, and one that was losing both residents and political power to the growing suburbs. As Baltimore’s 42nd mayor, he opened new schools, built a new police headquarters and pushed for open housing. D’Alesandro got Baltimoreans to approve an $80 million bond issue to build schools. He devised summer recreation programs — mobile pools, day camps — for city youth. And he laid legislative groundwork for the Inner Harbor development.

In a statement, Pelosi wrote her brother “was the finest public servant I have ever known” who “dedicated his life to our city.”

“A champion of civil rights, he worked tirelessly for all who called Baltimore home,” Pelosi wrote. “Tommy was a leader of dignity, compassion and extraordinary courage, whose presence radiated hope upon our city during times of struggle and conflict.”

His son, Nick D’Alesandro, 62, said his father contributed to various causes throughout his life, carrying “strong beliefs” that people “should contribute to the times in which they live.”

“I was consistently astonished by his incredible generosity," Nick D’Alesandro said. “I can’t recall how many times he foot the bill during get-togethers with other people.”

Nick recalled when he was a teenager, he once said to his father “nice guys finish last,” which immediately earned a rebuke.

“He said, ‘That’s not right! Nice guys finish first! Nice guys finish first!’” Nick said.

Thomas D’Alesandro, who took office vowing to “root out every cause or vestige of discrimination,” remained proud throughout his life of his progressive record on civil rights. As City Council president, he worked with Mayor Theodore McKeldin, a liberal Republican, to eliminate racial barriers in employment, education and other areas. As mayor, he appointed multiple African-Americans to his administration, some of them, such as George Russell, Jr., the city solicitor and member of the Board of Estimates, the first African Americans to hold those positions.

Nick said his father’s positions on civil rights are still a point of pride for the family. He said he can still remember stories his father told him about going to meetings where residents would throw up the Nazi salute in protest as well as spit on religious leaders for supporting desegregation and equal rights for black people.

Baltimore Mayor Bernard C. “Jack” Young said in a statement that D’Alesandro “guided the city at a tumultuous time and made important strides while in office." He cited efforts D’Alesandro made in “removing racial barriers in employment and education and laying the groundwork for what would become the world-famous Inner Harbor."

“He will always be remembered for his commitment to and love for Baltimore,” Young said.

Before his death, D’Alesandro was a courtly grandfather of 10 who favored big band music and wore a jacket and tie to Baltimore Orioles baseball games.

He was the son of Thomas D’Alesandro Jr., known as “Big Tommy” or “Tommy the Elder,” a longtime mayor and congressman whom many credit with bringing Major League Baseball back to Baltimore. But “Young Tommy" left his own mark on Baltimore.

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He began his political career in 1956 with a seat on the Board of Elections Supervisors. He was just out of the Army, four years out of the University of Maryland Law School. He attended Loyola College as an undergraduate.

Mayor and former mayors get together at a dedication of a statue of former mayor Thomas D'Alesandro. (From left) William Donald Schaefer, Mayor Clarence Du Burns, and J. Harold Grady. Thomas D'Alesandro III sits with his father, Thomas Jr.
Mayor and former mayors get together at a dedication of a statue of former mayor Thomas D'Alesandro. (From left) William Donald Schaefer, Mayor Clarence Du Burns, and J. Harold Grady. Thomas D'Alesandro III sits with his father, Thomas Jr. (Sun photo by Paul H. Hutchins Jr.)

He became president of the City Council in 1962 after the previous office holder, Philip H. Goodman, replaced a mayor who had resigned to accept a judgeship.

In 1967, he ran for mayor. He beat future Orioles owner Peter Angelos for the Democratic nomination, then soundly defeated Republican Arthur Sherwood in the general election. The city had 555 polling places; D’Alesandro was fond of reminding people he’d won every one of them.

D’Alesandro often said no white man in the city of Baltimore during the time was better engaged with the city’s black community than him. Upon winning office, he selected African Americans for key positions, including the first African American leaders of the city’s schools and the fire department.

At times, he displayed a hot streak. At one point while mayor, his appointments to the school board took a beating in a television news report. Watching at home over dinner, D'Alesandro got up, drove to the station and went on the air to defend himself.

Nancy Pelosi is to the far right in this photo of the D'Alesandro family at the dining room table. Thomas L. J. D'Alesandro III (far left), one of her five brothers, also served as mayor of Baltimore from 1967 to 1971.
Nancy Pelosi is to the far right in this photo of the D'Alesandro family at the dining room table. Thomas L. J. D'Alesandro III (far left), one of her five brothers, also served as mayor of Baltimore from 1967 to 1971. (Photo courtesy the D'Alesandro family)

But his tenure would be defined, and some say ended, by the riots in April 1968 following the assassination of the Rev. Martin Luther King Jr., which left six people dead, 700 injured and thousands of businesses damaged or destroyed in Baltimore. Many believed D’Alesandro, who had been expected to seek re-election, became disillusioned after the riot and opted to return to private life. D’Alesandro, a father of five, said it was a financial decision — taking home $696 every two weeks as mayor just wasn’t enough to support his family.

Still, he acknowledged the toll of leading a city struggling with racial tensions, crime and poverty. While he was known for his ability to draw federal funds to the city, the needs were so great that local taxes were raised more than 20% during his tenure.

“Somewhere along the line my strength started to sap,” he told The Sun in 1970. “It’s like a guy going to war. You can’t stay in the trenches for four years and fight as well in the fourth as you did in the first.”

Still, he was credited with bringing bright young talent to City Hall, some of whom continue to play major roles in Baltimore’s civic life: His housing commissioner, Robert C. Embry, is now president of the Abell Foundation; a school board appointee, Larry Gibson, went on to mastermind the campaigns of Kurt L. Schmoke, the first African American elected as Baltimore mayor; another aide, Kalman “Buzzy” Hettleman, had a long career in top city and state government posts, including appointment to the Kirwan Commission.

Four ex-mayors gave Thomas D'Alesandro III a sendoff at his inauguration. From left are Philip Goodman, Theodore McKeldin, the new Mayor, his father, Thomas D'Alesandro, Jr., and J. Harold Grady.
Four ex-mayors gave Thomas D'Alesandro III a sendoff at his inauguration. From left are Philip Goodman, Theodore McKeldin, the new Mayor, his father, Thomas D'Alesandro, Jr., and J. Harold Grady. (RALPH L. ROBINSON/ BALTIMORE SUN PHOTO)

When he left City Hall, D’Alesandro dusted off his law degree and, rather than sign on with one of the city’s premier law firms, he instead practiced worker’s compensation and personal injury law.

The late Gilbert Sandler, an advertising man much involved in civic affairs, once told The Baltimore Sun he believed D’Alesandro “was defeated by history. Not only was D’Alesandro destroyed by the riots and never recovered, the city never recovered.”

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None of D’Alesandro’s five children is in politics. He and his father remain the only father-son duo to have held the office of mayor, making the D’Alesandro family perhaps the closest thing to political royalty in Baltimore.

And in fact, his June 8, 1952, wedding to Margaret Piracci at the Basilica of the Assumption drew so many thousand to its grounds that the Fire Department began turning people away, according to The Sun’s coverage, headlined “D’Alesandro Wedding - Ceremony, Pomp and Mass Revelry.” The receiving line at the Emerson Hotel reception was nearly three hours long, and two women reportedly fainted in the crowd.

The dynasty, born over 60 years ago in Little Italy, has not run dry: Pelosi’s accomplishments are a source of D’Alesandro pride.

Out of office, D’Alesandro became an informal adviser to one of his successors, Martin O’Malley.

In later years, he enjoyed going to Ocean City and spending time with his family. He celebrated his 90th birthday on July 24, 2019, at Chiapparelli’s in LIttle Italy with his wife and children.

Nick D’Alesandro said the family is still making arrangements for his father’s funeral.

Baltimore Sun reporters Phil Davis and Jacques Kelly contributed to this article.

This story will be updated.

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