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Political Contessa

News & Politics Podcasts

Women on the right need a safe space to discuss politics, policy, news, and ownership over the fact that it is ok to agree to disagree. It is our First Amendment right to free speech. Before we can even out the number of women in our local, state, & federal governments, we need to empower women to feel comfortable and confident discussing these and other topics. My name is Jennifer. I’m a single mom of three girls living in Boston. I’m a lawyer with two political science degrees, and I have no problem talking politics with people who disagree with me. I spent three years as the Chairman of the Massachusetts GOP and ran for the very liberal Boston City Council. I’m a frequent analyst on Newsmax, Fox News Radio, and Boston Media. As a Republican in a blue state, I know a few things about how to disagree agreeably. Join me for fascinating conversations that engage and clarify every week. For more information and resources, visit Political Contessa.

Location:

United States

Description:

Women on the right need a safe space to discuss politics, policy, news, and ownership over the fact that it is ok to agree to disagree. It is our First Amendment right to free speech. Before we can even out the number of women in our local, state, & federal governments, we need to empower women to feel comfortable and confident discussing these and other topics. My name is Jennifer. I’m a single mom of three girls living in Boston. I’m a lawyer with two political science degrees, and I have no problem talking politics with people who disagree with me. I spent three years as the Chairman of the Massachusetts GOP and ran for the very liberal Boston City Council. I’m a frequent analyst on Newsmax, Fox News Radio, and Boston Media. As a Republican in a blue state, I know a few things about how to disagree agreeably. Join me for fascinating conversations that engage and clarify every week. For more information and resources, visit Political Contessa.

Language:

English


Episodes
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Encore Episode: Who Needs a King When We Have Congress Final

1/1/2026
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 benefits over those of ordinary Americans. Jennifer addresses concerns over transparency and financial impropriety among prominent Democrats, debates the expansion of health care to undocumented immigrants, and accuses state leadership in Massachusetts of ignoring the will of the voters. She also takes aim at what she perceives as a double standard regarding accusations of authoritarianism, arguing that real examples of unchecked political power can be found within the Democratic Party. This episode dives into controversial topics such as the government shutdown’s effect on military families, the use of taxpayer funds for undocumented immigrants, and the refusal of Massachusetts officials to allow for legislative audits despite overwhelming voter support. Jennifer lays out her case for fiscal conservatism, limited government, and prioritizing veterans and vulnerable citizens over what she calls “illegals.” Her remarks reflect her views on the failures of Democratic leadership at both the federal and state levels, warning that continued disregard for public sentiment will have electoral consequences as key states prepare for the next election cycle. "They said, 'Of course there will be families that are going to suffer, but it's one of the few leveraged times we have.' It's disgusting. It's absolutely sickening." ~Jennifer This week on Political Contessa: Awaken Your Inner Political Contessa Thanks for tuning into this week’s episode of Political Contessa. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts. Spotify I Stitcher I Apple Podcasts I iHeart Radio I TuneIn Be sure to share your favorite episodes on social media. And if you’ve ever considered running for office – or know a woman who should – head over to politicalcontessa.com to grab my quick guide, Secrets from the Campaign Trail. It will show you five signs to tell you you’re ready to enter the political arena. See omnystudio.com/listener for privacy information.

Duration:00:10:15

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Encore Episode: Amplifying Women’s Voices in Politics with Georgia Polemenakos

12/25/2025
Georgia Polemenakos a Public Administration Professional with over 7 years of experience in various roles within the Massachusetts state government. She has a strong track record in political action, legislative relations, and effective public policy advocacy. Georgia is particularly interested in Women's Leadership and Empowerment, which she explored during her fellowship with the Women's Public Leadership Network. She was also recognized as a Suffolk University 10 Under 10 Honoree, reflecting her determination to excel in her career. With a passion for public service and nonprofit work, Georgia serves on two boards. Notably, she has worked for Governor Charlie Baker's administration in Massachusetts where she progressed from Program Coordinator to Senior Deputy Director. While she previously worked for the Massachusetts Republican Party, she has now transitioned to the private sector and is pursuing a master's degree in public administration. Today, I’m so pleased to chat with Georgia about our shared goal of getting young women interested in politics and the importance of their voices being heard. Georgia reflects on how her experience growing up in a politically engaged household started her on her journey in the field of politics. We discuss how Georgia has worked toward increasing gender diversity on boards and commissions and what happens to the conversation when you add more diverse voices. We highlight the significance of women's voices in politics, the challenges faced by women in the field, and the importance of supporting and empowering women in leadership positions. We discuss our experiences in politics and the need to understand different perspectives and work across party lines. We highlight the dedication required in public service, the value of women's representation in politics, and the importance of organizations like the Women's Public Leadership Network and the Pocketbook Project in supporting women in politics. We also share how you can become more informed, engage in respectful political discussions, prioritize personal well-being, and encourage more women to participate in public service. “Women need to have perspective in public service, and we have such a different, unique perspective than what a man's perspective may be.” - Georgia Polemenakos This week on Political Contessa: Resources Mentioned: Women’s Public Leadership Network WebsiteThe Pocketbook Project Website Connect with Georgia Polemenakos: Georgia Polemenakos on LinkedIn Awaken Your Inner Political Contessa Thanks for tuning into this week’s episode of Political Contessa. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts. Spotify I Stitcher I Apple Podcasts I iHeart Radio I TuneIn I Google Podcasts Be sure to share your favorite episodes on social media. And if you’ve ever considered running for office – or know a woman who should – head over to politicalcontessa.com to grab my quick guide, Secrets from the Campaign Trail. It will show you five signs to tell you you’re ready to enter the political arena. See omnystudio.com/listener for privacy information.

Duration:00:50:03

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The Fight for Competitive Elections in Massachusetts with Jessee Littlewood

12/18/2025
In this week’s episode, Jennifer welcomes Jesse Littlewood, the campaign manager for the Coalition for a Healthy Democracy. Jesse has extensive experience working on democratic reforms, particularly focusing on increasing civic engagement and advancing policies that make elections fairer and more competitive. Raised in Oregon, Jesse brings insight from strong ballot initiative states and is now leading efforts to put all party primaries, also known as "top two" or "jungle primaries,” on the Massachusetts ballot in 2026. His work centers on improving legislative accountability and making the electoral process more accessible for all citizens. Jennifer and Jesse discuss the ineffectiveness of the Massachusetts legislature, which has seen a growing trend of citizen-driven ballot initiatives as a response to legislative gridlock. They examine the mechanics behind the all-party primary proposal, the barriers faced by unaffiliated voters (who make up the majority in Massachusetts), and why the current partisan system is failing to address the needs of moderate and independent voters. Controversial topics include the diminished impact of minority parties, low voter turnout in primaries, concerns about empowering moderates at the expense of party ideologues, and arguments about whether these reforms would “kill” party politics or, instead, revitalize them. Jesse counters criticism from progressive and conservative factions, arguing that broad-based competition leads to more responsive governance and dismantles entrenched power structures. With endorsements crossing party lines and strong polling numbers, the conversation highlights why disruption is necessary and why many establishment figures fear meaningful electoral reform. “To my Republican friends, I say you have nothing to lose but your chains.” ~Jesse Littlewood This week on Political Contessa: Connect with Jesse Littlewood: Coalition for a Healthy Democracy Jesse Littlewood on X Awaken Your Inner Political Contessa Thanks for tuning into this week’s episode of Political Contessa. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts. Spotify I Stitcher I Apple Podcasts I iHeart Radio I TuneIn I Google Podcasts Be sure to share your favorite episodes on social media. And if you’ve ever considered running for office – or know a woman who should – head over to politicalcontessa.com to grab my quick guide, Secrets from the Campaign Trail. It will show you five signs to tell you you’re ready to enter the political arena. See omnystudio.com/listener for privacy information.

Duration:00:48:31

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Encore Episode: The Power of Women Needs the Power of Women

12/11/2025
What could young female voices do to improve the world for their own generation? Women drive 70 to 80 percent of all consumer purchasing though their buying power and influence, yet their views, opinions, and voices are seldom heard on the political platform when it comes to fiscal responsibility. Women are the child-bearers and, often, the primary child caregivers, yet our voices are often muted when it comes to topics like abortion and education. We have young women out there who are defying the odds of what we are told. These young women, and women like them, could change the world - not only for their own generation, but for the many generations after them. It’s time we begin empowering, embracing, and encouraging more young female voices to enter the political arena. Today, I discuss the power of empowering young women to speak up about their political beliefs, support other female political candidates, and participate at the polls. I discuss how the Republican party is trying to attract more female voters and candidates and how Trump is grossly missing the mark appealing to young female voters. I discuss why female voices are critical for moving the needle on important political topics like fiscal responsibility, education, and abortion rights. I share tips for encouraging more female voices to step out of their comfort zone and step into politics. I also explain why I decided to interview the next few Political Contessa guests to share their stance on various topics currently being discussed by politicians and why we should all want more women like them to actively participate in politics. “It’s really important to have more women to speak, to have their voices out there. It shows that we have these young women who can speak to other women, who can have these conversations.” - Jennifer Nassour This week on Political Contessa: Awaken Your Inner Political Contessa Thanks for tuning into this week’s episode of Political Contessa. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts. Spotify I Stitcher I Apple Podcasts I iHeart Radio I TuneIn I Google Podcasts Be sure to share your favorite episodes on social media. And if you’ve ever considered running for office – or know a woman who should – head over to politicalcontessa.com to grab my quick guide, Secrets from the Campaign Trail. It will show you five signs to tell you you’re ready to enter the political arena. See omnystudio.com/listener for privacy information.

Duration:00:14:21

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Conservative Women Define Themselves Beyond Stereotypes, Political Identity and Stigmas with Georgia Brucato

12/4/2025
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, Georgia offers a compelling intersection of identities navigating today’s political landscape. Jennifer and Georgia explore the unique challenges faced by women, especially women of color and conservative women, in American politics. The conversation takes on controversial and timely topics including stigmas surrounding political alignment, expectations placed on women based on gender, race, and religion, and the backlash conservative women often endure. Jennifer shares personal stories about being labeled for her political beliefs, discusses misconceptions about Republican women, and highlights prominent Republican women of color such as Nikki Haley and Condoleezza Rice. Georgia reflects on her experiences with shame and guilt around her views, the pressures of campus life, and the need for open dialogue and respect across ideologies. The episode emphasizes the importance of allowing diverse identities to define their own political engagement, challenges oversimplification of identity, and calls for mutual respect as foundational to democracy. “The goal should be to allow people, especially women of color, the freedom to shape their political identities. Without being boxed in.” ~Georgia Brucato This week on Political Contessa: Awaken Your Inner Political Contessa Thanks for tuning into this week’s episode of Political Contessa. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts. Spotify I Stitcher I Apple Podcasts I iHeart Radio I TuneIn I Google Podcasts Be sure to share your favorite episodes on social media. And if you’ve ever considered running for office – or know a woman who should – head over to politicalcontessa.com to grab my quick guide, Secrets from the Campaign Trail. It will show you five signs to tell you you’re ready to enter the political arena. See omnystudio.com/listener for privacy information.

Duration:00:15:55

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Surviving Massachusetts Politics with Alyson Sullivan Almeida on Female Empowerment and Judicial Challenges

11/27/2025
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’s issues and victim protection. Known for her vocal stance on pro-life matters and commitment to serving her constituents, Alyson continues to speak out on topics impacting young women and families across Massachusetts. Jennifer and Alyson dive into the controversial landscape of Massachusetts politics, examining one-party rule, the shifting role of women’s commissions, and recent legislative measures such as the appointment of a transgender activist to the Commission on the Status of Women and the Massachusetts Survivors Act. Alyson discusses her concerns about policy decisions that may undermine biological women’s experiences, including women’s health, pregnancy, motherhood, and professional development. They address challenges young girls face regarding abortion law changes, judicial bypass protections, and late-term abortion legislation. Alyson shares her personal story of surviving domestic violence, articulating fears around broad legislative language that may protect perpetrators over victims. This SEO-rich episode offers raw commentary on feminism, gender equality, Republican representation, and the complexities of legislative decision-making in Massachusetts. “I am always concerned when you try to change the title of a piece of legislation under the guise that we actually support victims and survivors.” ~Alyson Sullivan Almeida This week on Political Contessa: Awaken Your Inner Political Contessa Thanks for tuning into this week’s episode of Political Contessa. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts. Spotify I Stitcher I Apple Podcasts I iHeart Radio I TuneIn I Google Podcasts Be sure to share your favorite episodes on social media. And if you’ve ever considered running for office – or know a woman who should – head over to politicalcontessa.com to grab my quick guide, Secrets from the Campaign Trail. It will show you five signs to tell you you’re ready to enter the political arena. See omnystudio.com/listener for privacy information.

Duration:00:37:08

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Why 600 Kids Go Missing Each Year from Massachusetts State Care with Jaclyn Corriveau

11/13/2025
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 strong record of public service and advocacy, Jaclyn now dedicates her energy to CASA Boston, supporting kids who are caught in the bureaucracy of state care, while promoting community engagement as a solution to systemic failures. Jennifer and Jaclyn dive into the alarming issue of missing children in Massachusetts, spotlighted by the Boston Globe’s “Lost Children of Massachusetts” article. They unpack shocking statistics about kids, particularly teenagers, who go missing from state care every year and examine the disproportionate impact on minority populations. The conversation confronts the failures of the system, the lack of mental health and social work resources, and the real dangers faced by runaway youth, including higher risks of drug abuse and sex trafficking. Jaclyn offers personal insight on why so many teens run, from lack of trust to being overwhelmed by a system stacked against them. They explore the necessity for immediate and preventative reforms, emphasize the importance of funding and volunteers, and encourage listeners to become part of the solution. “We have too many kids in the system, and we could have prevented a lot of it by giving resources to families that really needed it.” ~Jaclyn Corriveau This week on Political Contessa: Connect with Jaclyn Corriveau and Mentioned Resources: CASA Boston Volunteer information The Wonder Fund – Supports children in DCF care Boston Globe “Lost Children of Massachusetts” Awaken Your Inner Political Contessa Thanks for tuning into this week’s episode of Political Contessa. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts. Spotify I Stitcher I Apple Podcasts I iHeart Radio I TuneIn I Google Podcasts Be sure to share your favorite episodes on social media. And if you’ve ever considered running for office – or know a woman who should – head over to politicalcontessa.com to grab my quick guide, Secrets from the Campaign Trail. It will show you five signs to tell you you’re ready to enter the political arena. See omnystudio.com/listener for privacy information.

Duration:00:31:26

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Navigating Gender Identity, Cancel Culture, and Free Speech in Gen Z with Simon Amaya Price

11/3/2025
In this week’s episode, Jennifer welcomes Simon Amaya-Price, a Massachusetts-based advocate and storyteller whose journey through gender identity, activism, and the political landscape has captured national attention. Simon is a desistor, meaning he previously identified as transgender but later ceased transition to re-identify with his birth sex. He is a graduate of Berklee College of Music, a writer, and a speaker whose experiences have made him an outspoken critic of current policies surrounding pediatric transgender care, medical malpractice, and the broader reach of "gender ideology" in American institutions. Simon is actively involved in advocacy and has testified, written op-eds, and worked with organizations including FIRE, Genspect, and Independent Women’s Voices. Simon joins Jennifer to share his personal narrative of growing up in Boston, enduring bullying, navigating gender identity, and ultimately choosing not to transition. The discussion delves into the controversy surrounding gender-affirming care for minors, the influence of critical theory and "woke" ideology in academic and medical settings, and the silencing of dissenting voices through cancel culture and social media harassment. Simon details disturbing interactions with clinicians, his firsthand view of medical transition among teens, and his thoughts on the intersectionality and extremism shaping today’s social climate. The episode covers topics such as the conflict between compassion and ideology, challenges to free speech, dissent within the LGBTQ+ community, and Simon’s vision for activist reform, future legal action, and eventual public service. “If we continue on like saying everybody on blue side is bad and evil or everybody on red side is bad and evil, you’re not going to get anywhere.” ~Simon Amaya-Price This week on Political Contessa: Connect with Simon Amaya-Price: Simon Amaya-Price on X (Twitter)Simon Amaya-Price on InstagramSimon Amaya-Price on YouTubeSimon Amaya-Price on SubstackEmailWebsite Awaken Your Inner Political Contessa Thanks for tuning into this week’s episode of Political Contessa. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts. Spotify I Stitcher I Apple Podcasts I iHeart Radio I TuneIn I Google Podcasts Be sure to share your favorite episodes on social media. And if you’ve ever considered running for office – or know a woman who should – head over to politicalcontessa.com to grab my quick guide, Secrets from the Campaign Trail. It will show you five signs to tell you you’re ready to enter the political arena. See omnystudio.com/listener for privacy information.

Duration:00:47:07

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Who Needs a King When We Have Congress?

10/30/2025
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 benefits over those of ordinary Americans. Jennifer addresses concerns over transparency and financial impropriety among prominent Democrats, debates the expansion of health care to undocumented immigrants, and accuses state leadership in Massachusetts of ignoring the will of the voters. She also takes aim at what she perceives as a double standard regarding accusations of authoritarianism, arguing that real examples of unchecked political power can be found within the Democratic Party. This episode dives into controversial topics such as the government shutdown’s effect on military families, the use of taxpayer funds for undocumented immigrants, and the refusal of Massachusetts officials to allow for legislative audits despite overwhelming voter support. Jennifer lays out her case for fiscal conservatism, limited government, and prioritizing veterans and vulnerable citizens over what she calls “illegals.” Her remarks reflect her views on the failures of Democratic leadership at both the federal and state levels, warning that continued disregard for public sentiment will have electoral consequences as key states prepare for the next election cycle. "They said, 'Of course there will be families that are going to suffer, but it's one of the few leveraged times we have.' It's disgusting. It's absolutely sickening." ~Jennifer This week on Political Contessa: Awaken Your Inner Political Contessa Thanks for tuning into this week’s episode of Political Contessa. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts. Spotify I Stitcher I Apple Podcasts I iHeart Radio I TuneIn Be sure to share your favorite episodes on social media. And if you’ve ever considered running for office – or know a woman who should – head over to politicalcontessa.com to grab my quick guide, Secrets from the Campaign Trail. It will show you five signs to tell you you’re ready to enter the political arena. See omnystudio.com/listener for privacy information.

Duration:00:10:15

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Taxachusetts Strikes Again: Billion-Dollar Shelters and Political Hide-and-Seek

10/21/2025
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 responsibility of elected officials, the impact of a one-party system, and the urgent need for citizens to demand real accountability. Jennifer details the escalating costs of state-run shelters, exposing that Massachusetts taxpayers shelled out nearly $1 billion in fiscal year 2025 alone. Originally intended for mothers, children, the elderly, and veterans, these shelters now mainly house migrants, a shift that sparks debate as to who deserves taxpayer-funded support. She sharply criticizes the governor for halting public financial reports and the legislature for refusing to honor the voters’ demand for government audits. Citing incidents within shelter facilities and the looming threat of more tax increases, Jennifer calls on listeners to pay close attention, vote, and pressure leaders for transparency. The episode is a bold call to action as Jennifer challenges Massachusetts residents to reclaim financial oversight and elect leaders who uphold the public trust. "We all have to be accountable to our families, to our bosses, to our employees, to our friends, to our significant others. Why are elected officials not held to that standard?" ~Jennifer Nassour This week on Political Contessa: Awaken Your Inner Political Contessa Thanks for tuning into this week’s episode of Political Contessa. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts. Spotify I Stitcher I Apple Podcasts I iHeart Radio I TuneIn I Google Podcasts Be sure to share your favorite episodes on social media. And if you’ve ever considered running for office – or know a woman who should – head over to politicalcontessa.com to grab my quick guide, Secrets from the Campaign Trail. It will show you five signs to tell you you’re ready to enter the political arena. See omnystudio.com/listener for privacy information.

Duration:00:12:10

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Ed Flynn Dodges Scooters, Rats, and Radicalism So You Don’t Have To

10/2/2025
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 of his career to public service, including more than 20 years in the US Navy. Known for his advocacy on safety, fiscal responsibility, and quality-of-life issues, Ed is widely respected for his tenacity, focus on local concerns, and steadfast commitment to Boston neighborhoods. Jennifer and Ed dive into the seismic shift on the Boston City Council, examining the transition from moderate to more radical approaches and their impact on key city issues. This episode highlights Ed Flynn's outspoken critiques of council priorities, including the neglect of local public safety, rising property taxes, and lawless city streets, in favor of national and international causes. Ed calls out open drug use, lawlessness in bike and scooter transit, challenges with affordable housing, and contentious regulations that drive away developers. The discussion also covers the dangers facing city residents, including alarming incidents in neighborhoods such as Beacon Hill and the Boston Common, as well as ongoing battles over support for the Boston Police Department. Throughout, controversial topics surface, including resistance from council colleagues to enforce basic laws and the struggle to refocus attention on the core responsibilities of city government. "Boston is like the wild, wild west; we just can't allow anyone to do what they want to do in the city just because they feel like it." ~Ed Flynn This week on Political Contessa: Connect with Ed Flynn: X City Councilor Ed Flynn Official Page Ed for Boston Official Campaign Website Awaken Your Inner Political Contessa Thanks for tuning into this week’s episode of Political Contessa. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts. Spotify I Stitcher I Apple Podcasts I iHeart Radio I TuneIn Be sure to share your favorite episodes on social media. And if you’ve ever considered running for office – or know a woman who should – head over to politicalcontessa.com to grab my quick guide, Secrets from the Campaign Trail. It will show you five signs to tell you you’re ready to enter the political arena. See omnystudio.com/listener for privacy information.

Duration:00:42:54

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Women Leading Change, Jennifer Talks to Massachusetts Lt. Gov Candidate Anne Brensley

9/25/2025
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 experience, senior leadership in banking, and a law degree, Anne brings determination and resilience to her campaign as she seeks the office of Lieutenant Governor of Massachusetts. Jennifer and Anne discuss the unique landscape of Massachusetts state politics, where candidates for Governor and Lieutenant Governor run independently, the underestimated power of the Lieutenant Governor’s office, and what it takes to run – and win – as a Republican woman in a predominantly blue state. Anne shares her gritty approach to leadership, emphasizing the urgent need for more practical, solution-oriented governance and fearless advocacy for local communities. The conversation tackles controversial criticisms of the MBTA Communities Act, the state’s high cost of living, outmigration of young professionals, and the lack of focus on “ownership” opportunities for the next generation. Anne positions herself as a voice for those impacted by stagnant, one-party rule and outlines a vision for connecting Statehouse policy to the everyday needs of families and municipalities. Listeners will hear candid commentary on party politics, local government, and Anne’s determination to use her diverse background as an asset for Massachusetts. “I think we have a major issue with ownership for young people. I mean that across the board, young people nowadays… they’re being deprived of ownership.” ~Anne Brensley This week on Political Contessa: Connect with Anne Brensley: Website: www.anne2026.com Resources Mentioned: Support Anne or get involved: Volunteer or contribute at www.anne2026.com Awaken Your Inner Political Contessa Thanks for tuning into this week’s episode of Political Contessa. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts. Spotify I Stitcher I Apple Podcasts I iHeart Radio I TuneIn I Google Podcasts Be sure to share your favorite episodes on social media. And if you’ve ever considered running for office – or know a woman who should – head over to politicalcontessa.com to grab my quick guide, Secrets from the Campaign Trail. It will show you five signs to tell you you’re ready to enter the political arena. See omnystudio.com/listener for privacy information.

Duration:00:37:58

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Moving Forward Together ~ Demanding Civility and Diversity of Thought in Politics Final

9/19/2025
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 spectrum for fueling divisiveness and emphasizes the difference between free speech and incitement. With passionate calls to restore civility and unite around shared values, Jennifer urges listeners to reject hatred and work collaboratively toward healing and progress in American democracy. “You don't just walk in and decide that the person who's there is wrong, and you are right, and you're going to take matters into your own hands.” ~Jennifer This week on Political Contessa: Awaken Your Inner Political Contessa Thanks for tuning into this week’s episode of Political Contessa. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts. Spotify I Stitcher I Apple Podcasts I iHeart Radio I TuneIn I Google Podcasts Be sure to share your favorite episodes on social media. And if you’ve ever considered running for office – or know a woman who should – head over to politicalcontessa.com to grab my quick guide, Secrets from the Campaign Trail. It will show you five signs to tell you you’re ready to enter the political arena. See omnystudio.com/listener for privacy information.

Duration:00:14:45

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Gucci Loafers and Twitter Wars Gavin Newsom Isn’t the Answer

9/10/2025
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 with his snark and sharp comebacks, and now politicians like Gavin Newsom are trying to play copycat instead of offering something new. Both parties, in my view, are failing to deliver the grown-up leadership and serious candidates we all deserve. Instead, we’re bombarded by social media wars, distractions about cultural issues, and nonstop grandstanding. It’s time for our political discourse to move past the childish antics and get back to candidates who focus on policy, substance, and real solutions. “Don’t act like an arrogant asshole. Don’t act like a child. Don’t act like we should put you in, you two in a sandbox.” ~Jennifer This Week on Political Contessa: Awaken Your Inner Political Contessa Thanks for tuning into this week’s episode of Political Contessa. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts. Spotify I Stitcher I Apple Podcasts I iHeart Radio I TuneIn I Google Podcasts Be sure to share your favorite episodes on social media. And if you’ve ever considered running for office – or know a woman who should – head over to politicalcontessa.com to grab my quick guide, Secrets from the Campaign Trail. It will show you five signs to tell you you’re ready to enter the political arena. See omnystudio.com/listener for privacy information.

Duration:00:10:16

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Illegal Immigration, Criminals, and Boston’s Mayoral Election: What’s at Stake

9/4/2025
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, examining how sanctuary city measures like the 2014 Trust Act challenge national laws and the expectations placed on local leaders. I dissect Attorney General Pam Bondi’s letter demanding Boston’s compliance with ICE, the broader implications of refusing to cooperate with federal immigration enforcement, and how these policies can put public safety at risk. I lay out my concerns about how city and state officials handle alleged criminal non-citizens, the results of releasing individuals with criminal records, and the strain this brings to Massachusetts’ justice system. Throughout, I call out blue state leaders for what I see as prioritizing political ideology over real community safety, arguing that the Supremacy Clause firmly puts federal authority above local policy. This episode takes a hard look at the humanitarian and public safety issues at play, with an eye on the political consequences for leaders and communities alike. “No one wants a criminal living amongst them. It's a public safety issue. No one wants that.” ~Jennifer Nassour This week on Political Contessa: Awaken Your Inner Political Contessa Thanks for tuning into this week’s episode of Political Contessa. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts. Spotify I Stitcher I Apple Podcasts I iHeart Radio I TuneIn I Google Podcasts Be sure to share your favorite episodes on social media. And if you’ve ever considered running for office – or know a woman who should – head over to politicalcontessa.com to grab my quick guide, Secrets from the Campaign Trail. It will show you five signs to tell you you’re ready to enter the political arena. See omnystudio.com/listener for privacy information.

Duration:00:10:07

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Why Boston Needs Unenrolled Candidates Like Will Onuoha on City Council

8/28/2025
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 community support in the aftermath of the Charles Stewart era, Will is a self-described centrist and humanitarian, mentored by the late Mayor Tom Menino and dedicated to practical solutions for Boston’s toughest challenges. Jennifer and Will dive into Boston’s escalating housing crisis, shortcomings in public education, and the ongoing humanitarian disaster at Mass and Cass. Will shares his frustration with the current City Council’s focus on national controversies instead of local needs, calls out the grandstanding on issues like international conflict resolutions and ICE enforcement, and outlines actionable ideas for affordable workforce housing reform. The discussion includes strong criticism of leadership that ignores the city’s most vulnerable residents, especially seniors, and exposes hidden consequences of illegal immigration, human rights violations, and the exploitation of undocumented workers. Will’s campaign is bolstered by endorsements from notable former city leaders and first responders. He urges Bostonian's and supporters nationwide to help restore professionalism and common sense to City Hall. “The United States government is having a difficult time…so I don’t know what makes the city council think a resolution from them is going to make an international conflict go away.” ~ Will Onuoha This week on Political Contessa: Connect with Will Onuoha: willforboston.com Resources Mentioned: Awaken Your Inner Political Contessa Thanks for tuning into this week’s episode of Political Contessa. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts. Spotify I Stitcher I Apple Podcasts I iHeart Radio I TuneIn I Google Podcasts Be sure to share your favorite episodes on social media. And if you’ve ever considered running for office – or know a woman who should – head over to politicalcontessa.com to grab my quick guide, Secrets from the Campaign Trail. It will show you five signs to tell you you’re ready to enter the political arena. See omnystudio.com/listener for privacy information.

Duration:00:48:06

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Fighting Back Against One-Party Rule in Massachusetts with Brian Shortsleeve

8/21/2025
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 (MBTA). He also served under Governor Charlie Baker, where he earned a reputation for instituting fiscal discipline within Massachusetts state government. Brian is currently running for Governor of Massachusetts, committed to revitalizing economic growth and restoring common-sense leadership. Jennifer and Brian dive into the critical challenges facing Massachusetts under current one-party Democratic rule, highlighting the rapid escalation in state taxes, fees, and regulation. Brian shares controversial insights on Governor Maura Healey’s policies, including her handling of the state's $62 billion budget, the ever-increasing utility bills, burdensome business climate, and spending on migrant shelters. The conversation exposes the exodus of young people and businesses from Massachusetts, the shrinking private sector job market, and the lack of government accountability. Brian details his bold plans to cut taxes, streamline government spending, audit wasteful state programs, and restore fiscal health—all while emphasizing the importance of keeping families and economic opportunity in the state. This episode is a must-listen for those interested in the future trajectory of Massachusetts policy and politics. “Healey’s spending is completely out of control. In the last three weeks, she announced that she’s still spending over $3 million a day on the migrant shelter program.” ~ Brian Shortsleeve This week on Political Contessa: Connect with Brian Shortsleeve: Brian Shortsleeve for Governor Awaken Your Inner Political Contessa Thanks for tuning into this week’s episode of Political Contessa. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts. Spotify I Stitcher I Apple Podcasts I iHeart Radio I TuneIn I Google Podcasts Be sure to share your favorite episodes on social media. And if you’ve ever considered running for office – or know a woman who should – head over to politicalcontessa.com to grab my quick guide, Secrets from the Campaign Trail. It will show you five signs to tell you you’re ready to enter the political arena. See omnystudio.com/listener for privacy information.

Duration:00:44:22

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Female Corrections Officers are the New Front Line of Ignored Rights

8/14/2025
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 an advocate for women’s rights within the corrections system, particularly in response to recent Massachusetts laws requiring female officers to conduct strip searches on transgender inmates. Danielle shares her personal story as both a public servant and a sexual assault survivor, bringing a critical perspective to evolving workplace safety issues. Jennifer and Danielle delve into the controversial changes brought about by the 2018 Massachusetts crime bill, which mandates that strip searches in correctional facilities be conducted based on inmates’ gender identity rather than biological sex. Danielle details the psychological and ethical challenges faced by female corrections officers asked to perform invasive searches on biologically male inmates, citing both personal trauma and the broader issue of consent. The discussion uncovers the lack of training, union consultation, or opportunity for officers to opt out, raising concerns about workplace harassment, women’s rights, and public safety. They explore federal and state discrepancies, compare procedures in other settings like TSA, and emphasize the ongoing fight for equal rights and consent within the corrections profession. This episode confronts the intersection of gender identity, legal mandates, and women’s workplace autonomy, while advocating for systemic change and greater awareness. “The law is exposing women to sexual situations with men they don’t know, men they are not consenting to. They’re being forced; they’re being threatened. And you’re creating new victims and you’re revictimizing previous victims.” ~Danielle Laurenti This week on Political Contessa: Resources: Independent Women’s Forum (IWF) Article on Danielle’s story Massachusetts Department of Correction Awaken Your Inner Political Contessa Thanks for tuning into this week’s episode of Political Contessa. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts. Spotify I Stitcher I Apple Podcasts I iHeart Radio I TuneIn I Google Podcasts Be sure to share your favorite episodes on social media. And if you’ve ever considered running for office – or know a woman who should – head over to politicalcontessa.com to grab my quick guide, Secrets from the Campaign Trail. It will show you five signs to tell you you’re ready to enter the political arena. See omnystudio.com/listener for privacy information.

Duration:00:32:23

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Inside the Debate on Massachusetts Sanctuary Policies with Sheriff Lew Evangelidis

7/31/2025
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 enforcement. With extensive firsthand experience and a commitment to public safety, Lew brings a nuanced understanding of the challenges facing Massachusetts communities, particularly in light of recent controversies around immigration and law enforcement collaboration. Jennifer and Lew discuss the evolving landscape of immigration policy, focusing on the impact of federal executive orders, state “sanctuary” policies, and the contentious relationship between local law enforcement and ICE. The episode addresses the fiscal, public safety, and social consequences of current migration patterns, with Lew offering candid criticism of both state and federal decisions. They debate the effectiveness of prior administrations in border security, critique Massachusetts’ handling of migrant housing and public funds, and tackle the effects of political polarization on public safety. Throughout, Lew emphasizes his philosophy of being tough on crime while remaining compassionate and accessible to the community. The episode raises controversial points about the unintended outcomes of immigration policy, the misallocation of taxpayer funds, and the strain on local services, challenging listeners to consider who truly benefits from prevailing policies. “If a man, 30 years old with a beard looked 30, he said he was 16, there was nothing you could do. He was a minor. He was allowed into the country.” ~Sheriff Lew Evangelidis This week on Political Contessa: Connect with Sheriff Lew Evangelidis: Worcester County Sheriff’s Office: https://www.worcestercountysheriff.com/ Worcester County Sheriff’s Office on Facebook: https://www.facebook.com/worcestersheriff Instagram: https://www.instagram.com/sherifflew Awaken Your Inner Political Contessa Thanks for tuning into this week’s episode of Political Contessa. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts. Spotify I Stitcher I Apple Podcasts I iHeart Radio I TuneIn I Google Podcasts Be sure to share your favorite episodes on social media. And if you’ve ever considered running for office – or know a woman who should – head over to politicalcontessa.com to grab my quick guide, Secrets from the Campaign Trail. It will show you five signs to tell you you’re ready to enter the political arena. See omnystudio.com/listener for privacy information.

Duration:00:48:17

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Senate Showdown~ Scott Brown Stands Against Woke Politics

7/24/2025
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 dynamic political career, which spans local, state, and international service. He is also a decorated military veteran, dedicated musician, and proud husband, father, and grandfather. Scott has recently announced his candidacy for the United States Senate in New Hampshire, where he was born, bringing his extensive experience and bipartisan approach to the forefront in a pivotal election. This episode dives into today’s most pressing political debates, from border security and sanctuary cities to the fairness of women’s sports and government spending. Jennifer and Scott pull no punches as they examine the impact of progressive policies on law enforcement, illegal immigration, and the economic freedoms that define the so-called “New Hampshire advantage.” Scott provides candid criticism of his opponent’s stances on open borders and men competing in women’s sports and outlines concrete conservative solutions—from ending the tax on tips to expanding child tax credits. The conversation also confronts the polarization of Congress, the rise of political extremism on the left, and the dire need for fiscal reform to secure America’s financial future. This episode is packed with controversial viewpoints, clear calls to action, and Scott’s insight on the challenges and responsibilities of seeking public office in turbulent times “It takes people like me and your listeners to really get involved at this local school committee, selectmen, and do it.” ~Scott Brown Today on Political Contessa: Connect with Scott Brown: Scott Brown Official Campaign Website: https://www.scottbrown.com Awaken Your Inner Political Contessa Thanks for tuning into this week’s episode of Political Contessa. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts. Spotify I Stitcher I Apple Podcasts I iHeart Radio I TuneIn I Google Podcasts Be sure to share your favorite episodes on social media. And if you’ve ever considered running for office – or know a woman who should – head over to politicalcontessa.com to grab my quick guide, Secrets from the Campaign Trail. It will show you five signs to tell you you’re ready to enter the political arena. See omnystudio.com/listener for privacy information.

Duration:00:34:41