Political Contessa

  In this week’s episode, Jennifer welcomes her daughter, Georgia Brucato, a senior at Elon University majoring in Strategic Communications. Georgia joins the show for a thought-provoking discussion as part of her final class project, bringing her perspective as a young woman aiming to enter politics. As the daughter of a single mother, of Syrian descent and Christian background, Georgi...

  In this week’s episode, Jennifer is joined by Alyson Sullivan Almeida, the Republican State Representative for the 7th Plymouth District in Massachusetts. Alyson is a dedicated legislator, a young mother of two, and has served in office since 2019. Raised in a politically active family, Alyson brings her deep understanding of statehouse affairs and her passion for advocating for women...

  In this week’s episode, Jennifer welcomes Jaclyn Corriveau, a dedicated foster parent, court advocate with CASA Boston, and passionate supporter of vulnerable children in Massachusetts. Jaclyn has opened her heart and home to teens in the foster care system and has firsthand experience with the challenges facing both children and the system meant to protect them. A single woman with a...

  In this week’s episode, Jennifer tackles the ongoing government shutdown and its wide-ranging impact, sharply criticizing Democratic leadership for leveraging struggling families as political pawns. She highlights actions taken by Republican lawmakers to help their communities during the crisis, while alleging that many Democratic officials are out of touch and prioritize their own be...

  In this week's episode, Jennifer Nassour takes the spotlight solo to dissect the controversy over shelter spending and transparency in Massachusetts. A veteran advocate for government accountability and a leading voice in state politics, Jennifer brings sharp analysis to the recent decisions of Governor Maura Healey’s administration. Her commentary dives deep into the fiscal responsib...

In this week’s episode of Political Contessa, Jennifer welcomes Boston City Councilor Ed Flynn. Ed has represented District 2 since 2018 and previously served as City Council President from January 2022 to January 2024, acting as the "backup mayor" when the mayor is unavailable. As part of a historic Boston political family, Ed is the son of former mayor Raymond Flynn and has dedicated much...

  In this week’s episode, Jennifer welcomes Anne Brensley, a select board member from Wayland, Massachusetts, an accomplished attorney, finance professional, and small business owner. Anne is a first-generation American, adopted from Honduras, whose life journey includes profound experiences as a caregiver, community leader, and mother. With more than 15 years of entrepreneurial experie...

In this week's episode, Jennifer discusses the recent assassination of Charlie Kirk and the troubling responses that followed on social and mainstream media. She dives into the alarming increase of hate speech, the breakdown of respectful discourse, and the pressing need for adults and leaders to set better examples for the next generation. The episode challenges both sides of the political spectr...

  After spending years as the only woman in rooms full of political power players, I’ve picked up more than a few things about messaging, bravado, and what actually lands with voters. If you’re craving someone who cuts through the noise with sarcasm, honesty, and zero patience for posturing, you’re in the right place. Let’s call it like it is Trump changed the game wit...

  In this week’s episode, I’m diving into one of the most important and contentious topics facing Boston today: the city’s sanctuary policies, the upcoming mayoral race, and what it all means for public safety and local governance. With my experience in politics and advocacy, I break down the direct conflict between Boston’s Mayor Michelle Wu and federal authorities, e...

  In this week’s episode, Jennifer welcomes Will Onuoha, a lifelong Bostonian, political science and international relations graduate, and a candidate for Boston City Council At-Large. Will’s extensive career in city government spans over 20 years, including a decade as Boston’s Housing Commissioner under Mayor Marty Walsh. Raised in Mission Hill and a beneficiary of communi...

    In this week’s episode, Jennifer welcomes Brian Shortsleeve, a distinguished Marine Corps veteran, successful businessman, government reformer, and proud father of three boys. Brian’s career spans service in Bosnia and the Persian Gulf, a leading role in the finance sector, and a notable tenure as the General Manager and CEO of the Massachusetts Bay Transit Authority (MBT...

    In this week’s episode, Jennifer welcomes Danielle Laurenti, a Massachusetts corrections officer with over fifteen years of experience, including service as a sergeant in both female and maximum-security male facilities. Danielle began her career as a young single mother, driven by her passion for law enforcement and desire to support her family. Over the years, she has become...

    In this week’s episode, Jennifer welcomes Lew Evangelidis, the long-serving Sheriff of Worcester County, Massachusetts. Lew previously represented Worcester in the Massachusetts House of Representatives before being elected sheriff in 2010. Over his tenure, he has witnessed dramatic shifts in immigration enforcement, border policy, and the intersection of state and federal law...

  In this week’s episode of Political Contessa, Jennifer welcomes Scott Brown, esteemed former U.S. Senator from Massachusetts, former U.S. Ambassador to New Zealand and Samoa, and a longtime public servant at both the state and national levels. Scott is recognized for his historic win of the Massachusetts Senate seat in 2010—turning a seat long held by Democrats—and for his...

  In this week’s episode of Political Contessa, Jennifer welcomes Mike Kennealy, Republican candidate for Governor of Massachusetts. Mike is a lifelong Massachusetts resident, business leader, and father. With nearly two decades of experience in private equity and twelve years devoted to public service, Mike's impressive career includes serving in Governor Baker’s cabinet as Secre...

    In this week’s episode, Jennifer welcomes Brigadier General John Teichert, a highly decorated national security leader, foreign policy expert, and former U.S. Senate candidate. John Teichert’s distinguished thirty-year career in the United States Air Force included command positions at Joint Base Andrews and Edwards Air Force Base, serving as the nation’s senior def...

  In this week’s episode, I dive deep into the state of protests in America and the line between peaceful demonstration and lawlessness. Drawing on my family’s immigrant roots and my experience as an attorney and political strategist, I address the complex questions surrounding our First Amendment rights, the actions of elected leaders, and the consequences of current immigration...

    In this week’s episode, Jennifer welcomes Kendall Qualls, a US Army veteran, business executive, and the newly announced candidate for governor of Minnesota. Kendall’s remarkable life journey began in poverty, growing up in Harlem and later in an Oklahoma trailer park. After working his way through college delivering pizzas, he served as an artillery officer in the Army a...

    In this week's episode, I offer my unfiltered perspective on one of the nation’s most controversial stories. As an attorney, political strategist, and commentator, I’ve devoted my career to grassroots activism, public policy, and challenging conventional wisdom across the political spectrum. My work places me at the center of debates on law, order, and immigration, and to...

  In this week's episode, Jennifer welcomes Payton McNabb, a determined advocate for the elimination of biological males participating in women's sports and the protection and fairness of girls’ and women’s sports. Payton is a former three-sport high school athlete from rural North Carolina whose life changed abruptly, due to existing state policy at the time, after she suffered a...

    In this week’s episode, Jennifer welcomes Deirdre Sullivan, an emerging author and mother of four daughters based in the Boston area. Deirdre began her writing journey with a passion for storytelling that was sparked in high school and continued through the publication of three children’s books. As her children grew, so did her writing style, leading her to explore adult...

  In this week’s episode of Political Contessa, Jennifer welcomes Scotia Hille, Executive Director of Act on Mass. Scotia’s career began in climate policy, where she worked on national campaigns and later shifted her focus to improving government transparency in Massachusetts. With a background in science and policy, and a dedication to holding elected officials accountable, Scoti...

    In this week’s episode of Political Contessa, Jennifer takes center stage for a candid solo discussion on her background as a first-generation college graduate, her dedication to education, and her critique of the current climate in higher education. Drawing on her experience at Stony Brook University and subsequent legal and advocacy work, Jennifer delivers an introspective an...

  In this week's episode, I take the mic solo to reflect on the passing of Pope Francis and what his legacy means for faith, culture, and the ever-present world of politics. Raised in a deeply Catholic family, my experience as both a political commentator and a lifelong Catholic gives me a unique lens on how Church leadership ripples into our communities and institutions. My journey through r...