Raymond Flynn

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Councilman Flynn, a resident of South Boston, opposed busing in the early days of desegregation. But he has evolved through the years into more of a populist, concerned with problems of housing, police protection in the face of rising crime and other needs of the elderly and poor. [16]

Flynn supported the potential adoption of rent control. He supported the idea of implementing linkage fees that would require those developing large projects to provide a percentage of money to affordable housing. He also directed his attention to matters such as aircraft noise pollution and homelessness. [25]

In October 1979, Flynn, together with Joseph F. Timilty, rescued a Black man from a threatening encounter with a White mob on the Boston Common. [17]

1983 mayoral election

Flynn, with his wife Kathy, at his 1983 election night celebration Raymond L. Flynn and Kathy Flynn at election night victory party (9614720739).jpg
Flynn, with his wife Kathy, at his 1983 election night celebration

In April 1983, Flynn announced his candidacy for mayor of Boston. [17] In the October nonpartisan primary election, Flynn and State Representative Mel King placed atop the results, advancing to the general election. [17] King was the first African American to be a candidate in a Boston mayoral general election. [15] Both Flynn and King had originally been viewed as underdogs in the primary election. [2] Flynn defeated King in the general election. [17] [2] Flynn and King had known each other since childhood, meeting through both playing basketball, and had both served as state representatives at the same time and worked together there on legislation. They would ultimately have a lifelong friendship, despite having run against each other for mayor. [26]

Flynn's campaign received no significant financial support from major sectors of the city's business community. [2] Flynn outright refused to accept campaign donations from developers with projects pending before city agencies, or lawyers of such developers. [2] Both the Flynn and King campaigns had low expenditures compared to the nearly $2 million campaign that outgoing mayor Kevin White and the political machine supporting him had spent on his candidacies in the 1975 and 1979 mayoral elections. Flynn's campaign spent roughly $400,000, while King's spent less than $350,000. [15]

Dudley Clendinen wrote that Flynn had worked to establish himself as a champion of the poor and elderly and to appeal across ethnic lines to ethnic minority voters. [15] While Flynn had earlier in his political career opposed gay rights issues, [5] by the time of his mayoral campaign he was making an active effort to court the gay vote. At the time, gay communities across the United States were becoming more politically organized. [27]

In the election, both Flynn and King worked to build progressive coalitions, and both pledged to dedicate themselves to working across ethnic divides in the city. In the five weeks leading up to the general election, the two candidates held more than fifty local neighborhood debates. [15] The campaign was peaceful, and only a handful of isolated racial violence incidents occurred during it. [15]

Mayoralty (1984–1993)

Flynn, second from left, next to Boston City Council members Dapper O'Neil and James M. Kelly (circa 1984-1987) Hon. Joseph F. Feeney, Mayor Raymond L. Flynn, Councilor Albert L. "Dapper" O'Neil, Councilor James M. Kelly (9617961524).jpg
Flynn, second from left, next to Boston City Council members Dapper O'Neil and James M. Kelly (circa 1984–1987)

Flynn served as mayor from his inauguration on January 2, 1984 [28] until his resignation on July 12, 1993. [29] During his tenure, Flynn was regarded to be a popular mayor, which was reflected in high approval ratings. [2] In 1992, Fox Butterfield of The New York Times called Flynn "one of the most popular mayors in [Boston]'s history". [30] As mayor, Flynn maintained a prominent public profile. [31] In 1984, journalist Colman McCarthy described Flynn as having a "blazonry of political zeal that makes him one of the nation's most attractive Democrats." [32]

In 1998, Jack W. Germond and Jules Witcover of The Baltimore Sun wrote that, as mayor, Flynn had, "built a national reputation as an advocate for the homeless and a local reputation as a hands-on politician who showed up at every fire or police emergency." [33]

At the time that Flynn was preparing to leave office, in an article published in The Christian Science Monitor , George B. Merry described Flynn as a mayor whose "hands-on" approach had made him, "one of the most visible mayors in Boston history." He considered Flynn's leadership to have delivered mixed results. Merry described Flynn's leadership-style as being heavily focused on neighborhood-level quality of life issues. [34]

General politics

Reelection campaigns

Flynn was re-elected mayor in 1987 and 1991, winning more than two-thirds of the vote each time. [2] [17] In his reelections, he won a higher vote share in Black and Hispanic areas of the city than he did in White areas. [2] In 1987, Flynn carried every ward of the city except for in his native South Boston. His failure to carry South Boston was perhaps due to his promise weeks before the election to desegregate all-white Boston Housing Authority developments in South Boston. [2] Flynn's 1991 campaign for a third term came despite a 1981 campaign promise to only serve two terms. [35] In his 1991 campaign, he ran a low-profile campaign that he touted as being "grassroots", and ran no television or radio advertisements. He centered his candidacy on ties to the city's neighborhoods and his successes in balancing the city's budget. [36]

State, national, and international politics

Flynn and Governor Michael Dukakis campaigning with Democratic vice presidential nominee Geraldine Ferraro before the 1984 presidential election Flynn, Ferraro, and Dukakis.jpg
Flynn and Governor Michael Dukakis campaigning with Democratic vice presidential nominee Geraldine Ferraro before the 1984 presidential election

Flynn considered running in the 1990 Massachusetts gubernatorial election, but, due to police controversies, his struggling relationship with the minority community, and his anti-abortion stance, he ruled out a run. [17]

Flynn became a national leader on urban matters. [37] In 1987, as chair of the United States Conference of Mayors' Task Force on Hunger and Homelessness, Flynn advocated for the passage of the McKinney–Vento Homeless Assistance Act. [38] Flynn served as president of the United States Conference of Mayors during 1991–92. [39] [40]

Flynn visited South Africa several times to see anti-apartheid figure Nelson Mandela when he was in prison. [41] In June 1990, four months after Mandela's release from prison, Flynn welcomed him to Boston on a trip Mandela took visiting many cities in the United States. [42]

Ahead of the 1992 United States presidential election, there was some talk about whether Flynn could be a prospective vice presidential running mate on a Democratic ticket. [36] In February 1992, Flynn unsuccessfully urged New York Governor Mario Cuomo to run in the presidential election. [17] It took Flynn a while to grow warm to the Democratic Party's ultimate presidential nominee, Bill Clinton. [37] He endorsed Clinton in late June 1992. [43] Flynn, a lifelong anti-abortion activist, played a role in drawing the anti-abortion ("pro-life") Catholic vote to pro-abortion rights Bill Clinton in the general election. [44] Flynn physically campaigned on Clinton's behalf in roughly half of the nation's states. [17] Despite opposition to gun control measures earlier in his political career, [5] as mayor Flynn supported such policy, heavily campaigning in support of the passage of the Brady Bill. [2]

Economic and fiscal matters

In 1989, two studies, including one by the Boston Redevelopment Authority, found the city's major banks to be discriminating in practices regarding mortgage lending, personnel hiring, and where they located their branches. [2] In collaboration with community activists, Flynn raised a more than year-long campaign to pressure banks to change their practices. [2] He also announced a plan to issue a regular city-sponsored "report card" on bank practices. He also adopted a "linked deposit" policy to have the city then withdraw funds from banks that received poor track records on these "report cards" to expand its deposits in banks which worked to meet the needs of the city's neighborhoods. [2] As a consequence, the banks reached a $400 million community reinvestment agreement with the city, in which the banks promised to open new branches, change lending and hiring practices, and to collaborate more closely with community development corporations and community groups. [2]

The state, at the time, viewed the city government as wasteful and inefficient. [2] Flynn successfully lobbied for the 1985 passage of a revenue package [45] [46] which Governor Dukakis signed into law. [2] [47] When Flynn took office, the city had a $40 million deficit. Flynn was able to balance the city's budget each year he was in office and improved the fiscal controls of the city. He was able to improve the city's bond rating each year he was in office. When he left office, the city had its highest bond rating in its history. To address the city's deficit, upon taking office, Flynn worked to receive additional state aid and state legislature authorization to raise new local taxes. [2]

The city's economy was regarded to have significantly rebounded over the course of Flynn's mayoralty. [48]

Education

Flynn speaks to children in a classroom (circa 1984-1987) Mayor Raymond L. Flynn speaking to class (9519683530).jpg
Flynn speaks to children in a classroom (circa 1984–1987)

In 1993, George B. Merry wrote that while Flynn had "vastly upgraded" the city's public school system as mayor, at the time of Flynn's departure from the mayoralty, the school district, "appear[ed] to be facing an uncertain future." [34] }

In July 1991, Flynn won a fight to turn Boston School Committee from an elected school board to one whose members are appointed by the mayor. This change took effect in January 1992. [36] [49] Before this change, the elected school board had come to be regarded as fractious. [50] As he approached his departure as mayor in 1993, Flynn questioned whether the change had been a wise decision, and ultimately voiced regret for having initiated it. Boston still remains the only municipality in Massachusetts without an elected school board. [51]

Public safety, law enforcement, race relations

Flynn swearing-in Francis Roache as police commissioner in 1985 Mayor Raymond L. Flynn swearing in Police Commissioner Francis "Mickey" Roache (9519688286).jpg
Flynn swearing-in Francis Roache as police commissioner in 1985

In 1990, Flynn received strong criticism from Black leaders over the city police's handling of the investigation into the murder of Carol Stuart, including the arrest and intensive search of William Bennett. [17] Flynn had instructed for a citywide manhunt for murderer after the killing. [52] Decades later, in 2023, then-mayor Michelle Wu apologized on behalf of the city for the impact that police conduct in the investigation Stuart's murder had upon the African-American community in the city, especially in Mission Hill. Her apology was directly addressed to Bennett as well as Alan Swanson, both of whom she acknowledged had been wrongly treated as suspects. [53]

In response to concerns over the police department (including those stemming from the investigation into Carol Stuart's murder), in May 1991, Flynn empaneled the St. Clair Commission, headed by James D. St. Clair. [30] In January 1992, the St. Clair Commission released its report, which was critical of the Boston Police Department for mismanagement, and urged against reappointing Police Commissioner Francis Roache when his term expired that April. [30] Roache had been appointed by Flynn in 1985, [54] and was a childhood friend of Flyn who was one of hiscloset associates during his mayoralty. [30] However, when his term expired, Flynn instead appointed William Bratton to serve as police commissioner. [17]

At the end of Flynn's tenure, in 1993, George B. Merry observed that crime in the city remained "a continuing problem". [34]

Before Flynn took office, Boston had seen a very high level of racial tensions in the 1970s. [55] As mayor, Flynn took steps to racially integrate public housing complexes. [17] Retrospectively, in 2023 Michael Jonas of Commonwealth magazine wrote that, as mayor, Flynn went "to great lengths to promote racial harmony and heal divisions, not inflame them." [56]

Urban development

Flynn at the Boston waterfront (circa 1984-1987) Mayor Raymond L. Flynn at waterfront (9504745458) (1).jpg
Flynn at the Boston waterfront (circa 1984–1987)

Flynn took office amid a period of urban flight by the city's middle class. [57] Peter Dreier would describe Flynn as having been elected "with a populist mandate to 'share the prosperity' of Boston's downtown economic boom—particularly in terms of jobs and housing—with the city's poor and working-class residents." Flynn had campaigned for office in his initial election on a housing-focused platform. [24] When he took office, downtown real estate developers were highly worried by his populist agenda. Flynn opted not to socialize with real estate developers, and refused to take political contributions from developers that had projects being considered by the city government. [58]

During Flynn's mayoralty, the city had a strong development market, [2] and he was regarded to be a "pro-development" mayor. [35] He focused on addressing the quality of life in neighborhoods, as well as on addressing gentrification. During his mayoralty, the city built what was at the time an unprecedented number of new units of affordable housing. [2] His administration successfully prevailed against the political forces of the local real estate industry to enact a policy that doubled the linkage fee funds that downtown developers were required to provide to neighborhood housing funds. Over the course of his mayoralty, this fund received over $70 million, and aided in the city's addition of over 8,000 further units of affordable housing. [2] [24] Flynn also prevailed further heated political fight, and was able to enact legislation imposing rent control and stronger tenants' rights; with both of these aefforts putting him at odds with landlords. [2] During Flynn's administration, the city's development director Steve Coyle oversaw the institution of controversial "downzoning" growth management safeguards aimed at combatting the "Manhattanization" of the city's historic downtown and neighborhoods. [2] Despite the addition of new affordable housing and rent control measures, the price of housing in Boston significantly increased over the course of Flynn's mayoralty. [48]

Flynn's administration collaborated on development with nonprofit organizations. The Flynn administration provided neighborhood groups significant influence in planning and development decisions, as well as other matters. [24] A very notable example of collaboration saw the city government delegate its own urban renewal powers (including eminent domain authority) to the Dudley Street Neighborhood Initiative, a community group in the Roxbury neighborhood who are allowed to use that authority in parts of the neighborhood. [2] [59]

Resignation and succession

Flynn and his wife, Kathy, attending the ceremonial swearing-in of Thomas Menino as acting mayor Mayor Thomas M. and Angela Menino with Mayor Raymond and Kathy Flynn at swearing in ceremony as Acting Mayor in July of 1993 (15674913102) (1).jpg
Flynn and his wife, Kathy, attending the ceremonial swearing-in of Thomas Menino as acting mayor

In 1993, Flynn resigned during his third term as mayor when he was appointed by Clinton to serve as United States Ambassador to the Holy See (the Vatican). [44] Flynn was nominated in March 1993, and announced he would be resigning as mayor. However, in June, he reconsidered whether he would accept the role. He met with President Clinton and United States State Department officials to better define what his role would be as ambassador. [17] The Senate unanimously confirmed his appointment that month, [38] and he resigned as mayor on July 12, 1993. [44] [60]

Upon the announcement of Flynn's nomination, it became anticipated that then-Boston City Council President Thomas Menino was, per the city charter, going to assume the office of "acting mayor" upon Flynn's expected resignation. [61] Flynn had had a longtime friendship with Menino. However, their relationship was noted to have become somewhat terser during the period in which Flynn was preparing to hand over the office to Menino. [62] One cause for their rift was that, after Menino had promised he would appoint 100 new police officers when he took office, Flynn beat him to the chase and did so himself, which angered Menino. [63]

When Flynn resigned on July 12, 1993, Menino became acting mayor. [63] Menino would go on to win the 1993 Boston mayoral election, becoming mayor. [64]

Ambassador to the Holy See (1993–1997)

Flynn with Pope John Paul II in 1993 Mayor Raymond L. Flynn with Pope John Paul II (9516892927).jpg
Flynn with Pope John Paul II in 1993
Ambassador-designate Flynn (right) accompanies Pope John Paul II (left) and President Clinton (center) during the pope's arrival at Stapleton International Airport for the 1993 World Youth Day celebration in Denver, Colorado Photograph of President William J. Clinton Talking with Pope John Paul II on the Tarmac at Stapleton International Airport in Denver, Colorado - NARA - 3164807 (4).jpg
Ambassador-designate Flynn (right) accompanies Pope John Paul II (left) and President Clinton (center) during the pope's arrival at Stapleton International Airport for the 1993 World Youth Day celebration in Denver, Colorado

Flynn served as Ambassador Extraordinary and Plenipotentiary to the Holy See from September 2, 1993, through September 20, 1997. [65] He was the first member of the Democratic Party to hold this post. [38] He was appointed on July 1, 1993, and presented his credentials on September 2, 1993. [65]

Clinton had Flynn expand the role of the post's mission. Flynn not only represented the United States to the Holy See, but also represented the United States in imperiled areas around the world on matters of social justice and economic justice. Flynn helped lead relief efforts related to an earthquake[ which? ] in India, and was involved in humanitarian aid efforts to nations such as Bosnia and Herzegovina, Haiti, Kenya, Somalia, Sudan, and Uganda. He was also involved in efforts to broker the Good Friday Agreement. He also collaborated with the Holy See on efforts to resolve problems in various areas of the world. He also played a key role in brokering an agreement to start a formal process to have Israel and the Holy See establish formal relations with each other. [38] Flynn's tenure was somewhat shaky, however. [66] [31] In 1998, Jack W. Germond and Jules Witcover of The Baltimore Sun described his tenure as, "unorthodox and controversial." [33] Flynn twice received reprimands from the United States Department of State: in one instance for publicly discussing domestic American policy, and in the other instance for having an employee of the embassy manage Flynn's family's finances. [66]

At the time he accepted the position of ambassador, Flynn made it known that he intended to eventually return to politics, likely running for another public office. [34] While ambassador, Flynn considered running for governor of Massachusetts in 1994 to unseat incumbent Republican Bill Weld. However, Flynn announced in April 1994 that he would not run in the 1994 gubernatorial election. [67]

During his time as ambassador, the campaign committee for Flynn's mayoral candidacies was subject to federal and state investigation. [68] [69] In February 1996, Flynn plead to having misused campaign funds during his tenure as mayor and agreed to repay $12,500 in funds to his campaign committee. The state of Massachusetts' attorney general was considering bringing a civil lawsuit against Flynn regarding these funds. [69] Douglas deRusha, the former bookkeeper for Flynn's mayoral campaign committee, went to prison for embezzlement. [68] Coincidentally, the same month that Flynn plead to having misused campaign funds, an unrelated investigation resulted in Flynn's former top-aide during his mayoralty, Joseph Fisher, pleading guilty for having failed to report more than $51,000 that he had received as bribes and illegal favors during his seven years serving special assistant to Flynn during Flynn's mayoralty. [69] Both investigations generated negative publicity for Flynn. [68]

In early 1997, eying leaving his post, Flynn made an effort to become a university athletic director, reaching out to Boston-area universities such as Northeastern University. His mayoral successor, Thomas Menino, attempted to help persuade Boston-area universities to hire Flynn for such a position. This effort was to no avail, however. Shortly thereafter, Massachusetts Governor Bill Weld, who had already expressed interest in appointing Flynn to an unpaid position on a state commission, expressed interest in potentially offering Flynn a paid position in his gubernatorial administration. [70] In early September 1997, Flynn shared his intent to run for governor of Massachusetts in 1998. Two weeks later, Flynn announced his intent to resign his post as ambassador. [68] Flynn left his post on September 20, 1997. [65]

On October 3, 1997, The Boston Globe published an article which both accused Flynn of having been a sub-par diplomat as ambassador and of having had a longtime drinking problem. [66] The article included a reporter's claim to have, firsthand, witnessed Flynn walking around Boston while seemingly drunk while visiting the city on break from his ambassadorial duties on August 6, 1997. [71] Flynn attributed the article to the paper's opposition to his planned 1998 gubernatorial campaign and also to contempt for his "class, religion and ethnic background." [66] This article was seen as hurting Flynn's public image. [31] Flynn defended himself in an interviewed aired by 60 Minutes in April 1998. [71]

1998 congressional campaign

Following his service as ambassador, Flynn considered running for governor of Massachusetts in 1998. [31] Flynn made public in January 1998 his intent to later that year launch his candidacy. [71] However, obstacles, such as a lack of financial campaign reserves and the political challenge of running for governor in the state of Massachusetts with a strong anti-abortion stance like his, dissuaded him. [31] Another factor that made his candidacy challenging was the perceived difficulty of winning statewide with a political identity so strongly tied to the city of Boston. Flynn's ambition of being elected governor was regarded as being a longshot. [33]

Instead of running for governor, after Joseph P. Kennedy II announced his intent not to seek an additional congressional term, Flynn decided to run in the 1998 election for Massachusetts's 8th congressional district seat that Kennedy would be vacating. Flynn formally announced his candidacy in June 1998. [33] [72] In September, Flynn lost in the Democratic primary election (the real contest in the heavily Democratic district) to Somerville Mayor Mike Capuano, who went on to win the general election. [73] Flynn placed second with roughly 18% of the vote. [74]

Flynn was the only anti-abortion candidate of the ten running in the primary, and his campaign advertising utilized photos of him with Pope John Paul II and Mother Teresa. [74] Flynn had run a quiet grassroots campaign operation. [74] Flynn was endorsed by the local chapters of the International Longshoremen's Association and Iron Workers unions. [33] Flynn had been regarded as an early front-runner in the primary, [33] [74] and private and public opinion polls had shown him to be leading. [33] However, polls show that Capuano enjoyed a last-minute rise in support that resulted in his victory over Flynn. [74]

Ceci Connolly of The Washington Post observed during the campaign,

In this era of "third way," suburban, New Democrat politics, Flynn's New Deal, patronage-oriented, urban populism may have outgrown its welcome even here in the bosom of liberalism. The triple-decker houses once bulging with large ethnic families are now occupied by yuppies for whom the name Flynn is just a distant memory...While some candidates attempt to repackage themselves or tack with the political winds, Flynn is adamantly retro – hoping the style and themes that worked so well nearly two decades ago can deliver one more victory. [31]

Later career

Ed Markey 2016 SOTU CZS5IVZWkAAnbRS (1).jpg
L–R: Kathy Flynn, Raymond Flynn, State Senator Linda Dorcena Forry, and U.S. Senator Ed Markey at the 2016 State of the Union Address
2009 RayFlynn mayor Boston Massachusetts.jpg
Flynn endorsing Michael Flaherty in the 2009 Boston mayoral election (with Flaherty's "runningmate" Sam Yoon and Flynn's wife Kathy both visible behind Flynn)
Flynn and others at the 2024 South Boston Saint Patrick's Day Parade
Front row L-R: Flynn's son, Ed (a Boston city councilman); Governor Maura Healey; Flynn; and Flynn's wife, Kathy
Back row: Lieutenant Governor Kim Driscoll Governor-healey-lt-governor-driscoll-march-in-annual-st-patricks-day-parade-in-south-boston 53661418322 o (1).jpg
Flynn and others at the 2024 South Boston Saint Patrick's Day Parade
Front row L–R: Flynn's son, Ed (a Boston city councilman); Governor Maura Healey; Flynn; and Flynn's wife, Kathy
Back row: Lieutenant Governor Kim Driscoll

In 2001, for several weeks Flynn openly explored a possible run in that year's special election to succeed Joe Moakley as the congressman from Massachusetts's 9th congressional district. However, in mid-June 2001, Flynn ruled out such a run and threw his support behind a potential candidacy by State Senator Stephen Lynch, [75] who ultimately ran and won the election. [76]

While he has not run for office again himself, Flynn subsequently maintained some involvement in politics and related matters. In 2004, Flynn unsuccessfully pursued litigation to reverse the Massachusetts Supreme Judicial Court ruling that had, earlier that year, legalized same-sex marriage in Massachusetts. [77] During the general election campaign of the 2009 Boston mayoral election, Flynn and his one-time mayoral opponent Mel King both came together to endorse Michael Flaherty's campaign against Thomas Menino. [78] In the 2000 presidential election, Flynn and the Catholic Alliance organization that he headed endorsed the Republican of George W. Bush and Dick Cheney. [79] In 2010, Flynn again crossed party lines to vote for the successful candidacy of Republican nominee Scott Brown for the United States Senate. [80] In 2012, Flynn appeared in television ads supporting Brown for reelection. [81] He also voiced support for Mitt Romney, that year's Republican nominee for president. [82] He has also continued to comment on United States relations with the Holy See. In 2009, he responded critically to rumors that President Barack Obama might be considering Caroline Kennedy for Flynn's former post as ambassador. He opined that Kennedy's pro-choice abortion stance would make her unbefitting to serve as ambassador to the Holy See. [83] In 2013, he criticized plans to relocate the Embassy of the United States to the Holy See to a building that would be adjacent to the Embassy of the United States to Italy. [84]

Flynn involved himself in media after concluding his career in public office. In 1998, he had a role as a radio host on WRKO in Boston. [85] In September 2014, he became a regular contributor to The Pilot , the official newspaper of the Roman Catholic Archdiocese of Boston. [86] In February 2017, Flynn became a columnist for the Boston Herald . [87]

In 1999, Flynn became president of Catholic Alliance, a nonpartisan Catholic advocacy group. [88] In this role, while remaining a Democrat, he and the Catholic Alliance endorsed George W. Bush in the 2000 presidential election. [79] Flynn also became president of another Catholic political advocacy organization, Your Catholic Voice. [89] He later started Catholic Citizenship, [90] serving as its national chairman. He cited the organization as arising from conversations he had with a figure in national Catholic activism that affirmed in Flynn the importance of his message relating to adhering to Catholic teachings above partisan political concerns. [91] Beginning in 2004, he also served on the advisory board of Catholics for the Common Good, a lay apostolate for evangelization of culture. [92]

In 2013, Flynn voiced his public agreement with the Jamaica Plain Neighborhood Council's position in its lawsuit against a developer and the city. The neighborhood council was suing over what it contended was a wrongful grant of a zoning variance. [93] The lawsuit was locally controversial. [93] [94] The case was dismissed by a judge over lack of standing, disputing the neighborhood council's assertion that it could be considered a "government body". [95]

In 2024, Flynn endorsed Erin Murphy's unsuccessful campaign in the Democratic primary for clerk of the Suffolk Supreme Judicial Court. [96] This primary election was regarded to have served as a prominent proxy battle the city's progressive politicians and its city's more conservative "old guard", with many prominent progressives endorsing the victorious Allison Cartwright and many of prominent practitioners of (more conservative) "old-school" Boston politics endorsing Murphy. [97] [98] The election was also described as being was also described as serving as a proxy battle between Mayor Michelle Wu's allies and her critics: with Wu and several allies endorsing Cartwright, and several Wu critics endorsing Murphy. [99]

Personal life

Unidentified priest, Mayor Raymond L. Flynn, unidentified priest, Ray Flynn, Jr., Bernard Cardinal Law (9519693564).jpg
Flynn and his son Raymond Flynn Jr. with priests and Cardinal Bernard Francis Law (circa 1984–1987)
Mayor Raymond L. Flynn at finish of Boston Marathon (9516895633) (1).jpg
Flynn running in the 1984 Boston Marathon

Flynn is married to Catherine (née Coyne), who often goes by "Kathy". They have six children: Ray Jr., Edward, Julie, Nancy, Katie, and Maureen. [100] In November 2017, son Edward M. Flynn was elected to the Boston City Council. [101] Flynn has continued residing in South Boston. [57]

While serving as mayor, Flynn played himself in the 1989 episode "The Stork Brings A Crane" of the Boston–set sitcom Cheers . [102] In the episode, Flynn has his entourage take away Cliff Clavin, who writes to Flynn once a week. [103]

Flynn was an avid runner who made headlines in 1984 when he ran in the Boston Marathon (with a finishing time of 4:23:54 [104] ) and the New York City Marathon (finishing in 3:59:46 [105] ). [106]

In March 2007, Flynn was grand marshal of the 246th New York St. Patrick's Day Parade. [107]

In May 2007, Flynn joined the College of Fellows of the Dominican School of Philosophy and Theology in Berkeley, California, who also awarded him the honorary degree Doctor of Humane Letters. [108]

In September 2008, Flynn was hospitalized after he collapsed at a Boston-area speaking engagement. [109] In March 2011, Flynn's home was broken into; among the valuables taken were rosary beads blessed by Pope John Paul II and letters from influential world figures. [110] In April 2021, Flynn was hospitalized and received a hip replacement surgery after suffering a fall. [111] In December of that year, Flynn was hospitalized after again falling, this time having broken a bone in his neck. [60]

Political views

During his political career, Flynn was regarded to be an "economic liberal" and "cultural conservative". [112] Over the course of his political career, his positions on some matters remained consistent, while others evolved. Flynn has numerous times endorsed Republican candidates in closely contested elections, including George W. Bush in the 2000 president election, Scott Brown in 2010 and 2012 senate elections, and Mitt Romney in the 2012 presidential election. [113]

In his early political career, Flynn prominently opposed court-ordered school desegregation busing. [2] [16] Over the course of his political career, Flynn consistently opposed abortion. [44] Despite having opposed gun control policies in his early political career [5] as mayor Flynn supported them. [2] While he opposed gay rights issues in his early political career, [5] by the time of his first mayoral campaign made an active effort to ingratiate himself to the gay community. [27] However, motivated by his continued opposition to same-sex marriage, [114] shortly after the Massachusetts Supreme Judicial Court ruled that in 2004 that same-sex marriage was a protected right in Massachusetts, Flynn attempted litigation to see their ruling overturned. [77] Flynn opposed decreases initiated during the Reagan presidency to federal revenue sharing with cities. [34] [115] Elected mayor on a populist platform, Flynn supported wealth redistribution. [58]

Honors

Flynn (left) sits alongside Governor Charlie Baker on February 11, 2016, as Baker signs into law legislation renaming to the Black Falcon Cruise Terminal the "Flynn Cruiseport Boston". Mayor-ray-flynn-cruiseport-bill-signing-08112016 28992376796 o (1).jpg
Flynn (left) sits alongside Governor Charlie Baker on February 11, 2016, as Baker signs into law legislation renaming to the Black Falcon Cruise Terminal the "Flynn Cruiseport Boston".

In February 2016, the Boston Marine Industrial Park was renamed the Raymond L. Flynn Marine Park. [116] A nearby bridge was also renamed in Flynn's honor. [117] In May 2017, Governor of Massachusetts Charlie Baker dedicated Flynn Cruiseport Boston, located in the Port of Boston. [118] [119]

Flynn has received a number of civic awards. [120] He has received the B'nai B'rith International Humanitarian Award, Martin Luther King Jr. Award, and Boys Club of America "Man of the Year Award". [38] In 2019, the business interest organization A Better City awarded Flynn a "Lifetime Achievement" award. Then-mayor Marty Walsh presented the award to Flynn at an awards ceremony. Walsh praised Flynn, declaring that Flynn had "led at the national and international level, while always staying closely connected to the people in our working class neighborhoods. He's always been a champion for everyday people: working men and women; kids and seniors; people with disabilities; and everyone who calls the city of Boston their home." [57]

Electoral history

State representative

1970
Raymond Flynn
Mayor Raymond L. Flynn portrait (9577542118) (2).jpg
Flynn (circa 1984–1987)
4th United States Ambassador to the Holy See
In office
September 2, 1993 September 20, 1997
1970 Massachusetts House of Representatives 6th Suffolk district Democratic primary
(2-member district) [121] [122]
PartyCandidateVotes%
Democratic Michael F. Flaherty Sr. 5,083 26.4
Democratic Raymond L. Flynn 2,041 19.6
Democratic James F. Condon 3,10416.1
Democratic Joseph F. Toomey1,8789.8
Democratic David J. Keefe1,5668.1
Democratic William J. Grant1,1676.1
Democratic John J. Driscoll Jr.1,1135.8
Democratic Thomas J. Sullivan6913.6
Democratic John J. O'Callaghan3331.7
Democratic Donald W. Mello2281.5
Democratic John V. Kazarian2591.3
Total votes19,259 100
1970 Massachusetts House of Representatives 6th Suffolk district election
(2-member district) [14] [121]
PartyCandidateVotes%
Democratic Michael F. Flaherty Sr. 10,834 52.4
Democratic Raymond L. Flynn 9,824 47.6
Total votes100
1972
1972 Massachusetts House of Representatives 6th Suffolk district Democratic primary
(2-member district) [123]
PartyCandidateVotes%
Democratic Raymond L. Flynn (incumbent) 4,710 33.4
Democratic Michael F. Flaherty Sr. (incumbent) 4,418 31.3
Democratic Robert M. O'Brein3,31023.5
Democratic Paul T. O'Leary6354.5
Democratic Ronald F. Bassil5764.1
Democratic Ali J. Fiumedoro1751.2
Democratic Pa J. L. Rosemond1441.0
Democratic Geoffirey P. Morris1280.9
Total votes14,096 100
1972 Massachusetts House of Representatives 6th Suffolk district election
(2-member district) [14]
PartyCandidateVotes%
Democratic Michael F. Flaherty Sr. (incumbent) 10,660 48.3
Democratic Raymond L. Flynn (incumbent) 10,113 45.8
Republican Ernest A. Fragopulos1,3055.9
Total votes22,078 100
1974
1974 Massachusetts House of Representatives 7th Suffolk district Democratic primary [14]
PartyCandidateVotes%
Democratic Raymond L. Flynn (redistricted incumbent) 3,526 100
Total votes3,526 100
1972 Massachusetts House of Representatives 7th Suffolk district election [14]
PartyCandidateVotes%
Democratic Raymond L. Flynn (redistricted incumbent) 5,761 100
Total votes5,761 100
1976
1976 Massachusetts House of Representatives 7th Suffolk district Democratic primary [14]
PartyCandidateVotes%
Democratic Raymond L. Flynn (incumbent) 3,988 75.9
Democratic Gerard F. Burke1,26524.1
Total votes5,253 100
1972 Massachusetts House of Representatives 7th Suffolk district election [14]
PartyCandidateVotes%
Democratic Raymond L. Flynn (incumbent) 6,817 100
Total votes6,817 100

City council

1975
1975 Boston City Council election
CandidatesPreliminary election [124] General election [23]
Votes%Votes%
Louise Day Hicks (incumbent)46,0308.8682,0508.97
Christopher A. Iannella (incumbent)35,7936.6971,4847.82
James Michael Connolly (incumbent)25,5364.9271,1577.78
Albert L. O'Neil (incumbent)38,2037.3666,5837.28
Lawrence S. DiCara (incumbent)32,1196.1862,2476.81
John J. Kerrigan 35,1176.7660,5816.62
Frederick C. Langone (incumbent)27,5795.3160,2386.59
Patrick F. McDonough (incumbent)22,4644.3257,9686.34
Joseph M. Tierney (incumbent)33,7006.4957,0036.23
Raymond L. Flynn27,7545.3455,5366.07
Gerald F. O'Leary (incumbent)33,6536.4855,3906.06
Jack Cole22,5424.3453,1765.81
Clarence E. Dilday 14,7742.8434,5313.78
Franx X. Curley14,6612.8232,3393.54
Thomas M. Connelly Jr.14,3452.7628,4333.11
Thomas A. McDonough14,7752.8424,8472.72
Edward Brooks10,7192.0622,9592.51
William T. Donovan8,5571.6518,1061.98
Joseph A. McCarthy8,1271.56
Robert J. Feeney8,0471.55
Salvatore LaRosa7,3651.42
Reba Williams5,3561.03
Albert DiNicola5,1350.99
Ralph M. Cotellesso5,1210.99
Arthur Michael Pascal4,4090.85
Robert P. Kane3,8320.74
Jacqueline Y. LeBeau3,3870.65
Alfred Smith3,3200.64
Sean M. Harvey3,1820.61
Victor Naum Themo2,0840.40
John Hillson1,7130.33
All others10.0010.00


1977 Boston City Council election
CandidatesPreliminary election [125] General election [126]
Votes%Votes%
James Michael Connolly (incumbent)22,2125.9237,4797.97
Raymond Flynn19,2482.9635,7577.60
Christopher A. Iannella (incumbent)21,5776.6435,6827.59
Dapper O'Neil (incumbent)20,8756.4235,5437.56
Lawrence DiCara (incumbent)19,0485.8632,2326.85
Joseph M. Tierney (incumbent)17,5005.3931,9136.79
Rosemarie Sansone 12,9543.9930,5316.49
Frederick C. Langone (incumbent)15,1564.6630,2686.44
Patrick F. McDonough (incumbent)15,8684.8830,2056.44
Louise Day Hicks (incumbent)19,8626.1130,0586.39
Gerald O'Leary 14,9794.6123,8685.08
Gerard P. McHale12,7533.9220,6104.38
John J. Kerrigan (incumbent)11,8103.6320,045.4.26
Arnett L. Waters10,5893.2618,1093.85
Lawrence E. Blacke9,8013.0216,8993.59
Bruce Bolling 8,6342.6615,5183.30
Stephen C. Farrell8,5052.6213,9802.97
Paul J. Ellison 7,9192.2211,5422.45
William T. Donovan7,1982.22
Elizabeth Buckley6,8862.12
Robert Whitey McGrail6,7401.03
Harold L. O’Brien5,8691.81
James J. Tobin4,9071.51
Polly Jane Halfkenny4,3801.35
John T. Cuddy4,2881.32
Celia M. Sniffin3,9651.22
Diane Jacobs3,8271.18
Norma Walsh Gramer3,5591.10
Richard Hird2,3650.73
George R. Geller1,6750.52
scattering10.0040.00
1979 Boston City Council election
CandidatesPreliminary election [127] General election [128]
Votes%Votes%
Lawrence DiCara (incumbent)42,3396.5069,1028.15
Christopher A. Iannella (incumbent)45,1846.9469,0698.15
Raymond Flynn (incumbent)45,6487.0166,6627.86
Frederick C. Langone (incumbent)48,0637.3864,873'7.65
Dapper O'Neil (incumbent)48,7817.4960,8467.17
Joseph M. Tierney (incumbent)43,7596.7258,6746.92
John W. Sears 41,1086.3158,2056.87
Rosmarie E. Sansone (incumbent)46,3917.1257,5526.79
Patrick F. McDonough (incumbent)34,6465.3255,1236.50
Louise Day Hicks (incumbent)44,6596.8654,7146.45
James T. Brett 34,9415.3751,7676.11
Terence P. McDermott 30,1244.6339,8824.70
Barbara A. Ware19,5192.3033,9514.01
Stephen C. Farrell20,1733.1027,0383.19
Charles Yancey 14,4872.2222,3012.63
Edward Brooks19,7723.0424,1652.85
Richard M. Lane17,4242.6817,7712.10
David Joseph McKay12,8731.9815,9811.89
Jeannette L. Tracy11,7111.80
Phyllis Igoe9,2051.41
Stephen Michael Cidlevich8,6451.33
Eugene A. Cavicchi6,6261.02
Peter K. Hadley5,1870.80
1981 Boston City Council election
CandidatesPreliminary election [129] General election [130]
VotesVotes
Raymond Flynn (incumbent)31,89853,136
Christopher A. Iannella (incumbent)25,46244,621
Dapper O'Neil (incumbent)24,24040,474
Frederick C. Langone (incumbent)23,00039,780
Joseph M. Tierney (incumbent)17,64935,185
Michael J. McCormack 14,17833,861
Terence P. McDermott 11,98131,707
Maura Hennigan 14,32531,637
Bruce Bolling 15,27330,672
James M. Kelly 14,94130,079
Patrick F. McDonough (incumbent)17,16529,591
Edmund McNamara 12,00729,301
David Scondras 11,61628,571
Charles Yancey 12,37827,007
Francis X. Coppinger 11,03421,675
Craig Lankhorst10,30120,769
Pamela J. Gilman10,07014,776
Gerard P. McHale10,40714,173
Joseph W. Casper9,906
Frederick T. Scopa9,444
John F. Melia 8,788
Stephen G. Michaels8,325
Brian Hickey8,222
John P. Grady7,855
Richard B. Hogan7,794
Edward M. McCormack7,610
William G. Broderick7,134
Joseph E. Maher6,269
Maureen Craven Slade5,759
Althea Garrison 5,442
Joseph T. Fitzpatrick3,947
David F. Burnes3,784
David Alan Mittell Jr.3,660
Francis X. Goode3,227
Thomas P. Casserly3,005
Warren I. Brown3,001
John S. MacDonald2,881
Edward J. DeSantis2,688
John B'Smith III1,936
John K. Rees1,791

Mayoral

1983 Boston mayoral election
CandidatesPreliminary election [131] General election [132]
Votes%Votes%
Raymond Flynn48,11828.86128,57865.07
Mel King 47,84828.7069,01534.93
David Finnegan 41,65724.99
Lawrence DiCara 15,1489.09
Dennis J. Kearney 10,9926.59
Frederick C. Langone 2,2621.36
Bob Kiley 3160.19
Michael Gelber 2070.12
Eloise Linger 1680.10
1987 Boston mayoral election
CandidatesPreliminary election [133] General election [134]
Votes%Votes%
Raymond Flynn (incumbent)42,36670.3963,71467.47
Joseph M. Tierney 16,25727.0130,71432.52
Joel San Juan 1,0831.08
Richard A. Black 4840.80
1991 Boston mayoral election
CandidatesPreliminary election [135] General election [136]
Votes%Votes%
Raymond Flynn (incumbent)43,12367.2963,58274.58
Edward J. Doherty 12,28119.1621,65925.41
Graylan Ellis-Hagler 8,68213.55

Congressional

1998 Massachusetts 8th Congressional District Democratic primary [137]
PartyCandidateVotes%
Democratic Michael E. Capuano 19,446 22.9
Democratic Raymond L. Flynn14,83917.5
Democratic George Bachrach 12,15714.3
Democratic John T. Connor 11,09213.1
Democratic Marjorie O'Neill Clapprood 10,44612.3
Democratic Christopher F. Gabrieli 5,7406.8
Democratic Charles Calvin Yancey 4,4375.2
Democratic Susan M. Tracy 2,8583.4
Democratic Thomas M. Keane, Jr.2,1502.5
Democratic Alex Rodriguez1,8022.1
Write-in All others210.0
Total votes84,988 100

College basketball statistics

Legend
  GPGames played  GS Games started MPG Minutes per game
 FG%  Field goal percentage 3P%  3-point field goal percentage FT%  Free throw percentage
 RPG  Rebounds per game APG  Assists per game SPG  Steals per game
 BPG  Blocks per game PPG Points per game Bold Career high
YearTeamGPMPGFG%FT%RPGAPGSTLBLKPPG
1960–61 Providence28.401.7651.45.8
1961–62 Providence26.451.7553.012.8
1962–63 Providence28.497.7972.418.9
Career82.464.7772.312.5

Source: [138]

Bibliography

Flynn is the co-author of two books:

See also

Notes

  1. his predecessor in holding the 6th Suffolk seat was Bolling; however his predecessors in representing the 7th Suffolk district were Royal L. Bolling and Dorris Bunte (who had represented the district until January 1975)
  2. his successor in holding the 7th Suffolk seat was Noble; his successor in the 6th Suffolk seat was Dorris Bunte, who assumed the seat in 1975

References

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  123. "1972 State Representative Democratic Primary 6th Suffolk District". PD43+. Secretary of the Commonwealth of Massachusetts. Retrieved December 4, 2021.
  124. Annual Report of the Election Department. Boston [Election Dept.] 1975. p. 54.
  125. Annual Report of the Election Department. Boston [Election Dept.] 1978. p. 53.
  126. Annual Report of the Election Department. Boston [Election Dept.] 1978. p. 80.
  127. Annual Report of the Election Department. Boston [Election Dept.] 1980. p. 59.
  128. Annual Report of the Election Department. Boston [Election Dept.] 1980. p. 94.
  129. Annual Report of the Election Department. Boston [Election Dept.] 1982. p. 43.
  130. Annual Report of the Election Department. Boston [Election Dept.] 1982. p. 70.
  131. Annual Report of the Election Department. Boston [Election Dept.] 1984. p. 28.
  132. Annual Report of the Election Department. Boston [Election Dept.] 1984. p. 82.
  133. Annual Report of the Election Department. Boston [Election Dept.] 1988. p. 28.
  134. Annual Report of the Election Department. Boston [Election Dept.] 1988. p. 59.
  135. Annual Report of the Election Department. Boston [Election Dept.] 1992. p. 31.
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Political offices
Preceded by Mayor of Boston
1984–1993
Succeeded by
Diplomatic posts
Preceded by US Ambassador to the Holy See
1993–1997
Succeeded by