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    Government

    Political Contessa

    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.

    Advertise

    Copyright: © 2026 2021 All Rights Reserved Political Contessa and Jennifer Nassour

    • Apple Podcasts
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    Latest Episodes:
    The Undatable Guy's Victory and Ooey-Gooey Bullshit DNC Missteps Jennifer Nassour's 2024 Election Recap Nov 07, 2024
    Show notes

    Jennifer dives deep into the 2024 election season in this week's episode. She is a former chair of the Massachusetts Republican Party and the founder of the Pocketbook Project. Known for her insightful political commentary, Jennifer brings a unique blend of expert analysis and candid perspectives to the table, making her a thought leader in political circles.

    In this episode, Jennifer dissects the results of the 2024 election, celebrating the end of relentless campaign communications and discussing the historic impact of Donald Trump's popular vote victory for Republicans. She also highlights the significant wins in traditionally blue states and the Republican majorities in both the House and the Senate. Jennifer offers a scathing critique of Joe Biden’s presidency, the Democratic National Committee's handling of the election, and Kamala Harris' campaign rhetoric. Touching on controversies surrounding abortion rights and women’s broader concerns, this episode is packed with Jennifer's unfiltered views and calls for strategic change within both major political parties.

    “Donald Trump did something that Republicans have not done in over 20 years,
    which is win the popular vote.” ~Jennifer Nassour

    Today on Political Contessa:

    · Discussion of the end of the 2024 election season.

    · Celebration of no longer receiving political texts and emails.

    · Commentary on Donald Trump’s historic popular vote win.

    · Insight into Republican victories in the House and Senate.

    · Critique of Joe Biden and the DNC’s election tactics.

    · Analysis of Kamala Harris' campaign messaging.

    · Observations on the importance of economics and safety over single-issue voting.

    · Emphasis on the need for Republican and Democratic parties to improve messaging.

    Connect with Jennifer Nassour:

    Jennifer Nassour on LinkedIn
    Jennifer Nassour on Twitter

    Pocketbook Project

    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.


    The 11 Year Road to 2024 Voter Fatigue and Political Rhetoric Nov 04, 2024
    Show notes

    This week, Jennifer discusses the political landscape in the final days of the 2024 election. With a background in law and Republican politics, Jennifer served as the Chairwoman of the Massachusetts Republican Party from 2009 to 2011. An advocate for women's political participation, Jennifer regularly provides commentary on political affairs for various media outlets and founded the Pocketbook Project with the mission to educate, train, and advise fiscally conservative women to run for office at all levels of government.

    Jennifer dives into the contentious atmosphere as the election approaches, exploring why the American public is eager for the campaign season to end. She critiques the divisive rhetoric from both parties, including a recent contentious remark from Joe Biden labeling Trump supporters as "garbage." Jennifer also analyzes the fluctuating poll numbers of Trump and Harris, mentioning that many Americans are dissatisfied with their choices. She stresses the importance of basing votes on policies rather than emotions and highlights key Senate and governor races nationwide. Jennifer remains candid and passionate throughout the episode, addressing the need for unity and pragmatism in American politics.

    “I don't care who you're voting for, but make sure you're voting for the person for the right reasons.” ~Jennifer Nassour

    This week on Political Contessa:

    · Why the election feels never-ending
    · The public's eagerness for election season to conclude
    · Analysis of poll numbers for Trump and Harris
    · Recent controversial remark by Joe Biden
    · The importance of voting based on policies
    · Divisive rhetoric from both political parties
    · Key Senate and governor races to watch
    · Impact of the 2024 election on American unity

    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.


    Question 1 Explained - Diana DiZoglio’s Journey to Legislative Fiscal Transparency Oct 24, 2024
    Show notes

    In this week's episode, Jennifer welcomes Diana DiZoglio, the Massachusetts State Auditor. Diana was previously the youngest woman elected to the Massachusetts House and Senate. She navigated a challenging primary without party support and has a track record advocating for transparency and accountability in government. Diana's candid approach to politics is shaped by her upbringing in a straightforward, self-speaking community. As a staunch critic of legislative secrecy, she’s pushing for a ballot initiative, known as "question one," to bring audits and transparency to the Massachusetts state legislature.

    Jennifer and Diana dive deep into the critical issues of voter participation, transparency, and bipartisan cooperation in state and local government. They discuss the historical resistance to audits by the Massachusetts state legislature and Diana's bipartisan support for increasing government accountability. The episode also covers Diana’s political journey, from overcoming challenges in a 'legacy seat' to her continued fight against established legislative norms. The conversations are enriched with controversial ideas such as the call for public records laws to apply to the legislature, governor's office, and judiciary and the perennial issue of late budgets in Massachusetts.

    “Public trust is built on transparency, not secrecy.” - Diana DiZoglio

    This week on Political Contessa:

    • The importance of voting and voter participation
    • The historical resistance to legislative audits in Massachusetts
    • Bipartisan support for transparency initiatives
    • Diana DiZoglio's journey in politics
    • The call for public records laws to apply to all branches of state government
    • Issues with late budgets and their impact
    • The authoritarian control within Beacon Hill’s leadership
    • Legislative leaders' influence over financial transparency

    Connect with Diana DiZoglio:

    Website

    Twitter

    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.


    Restaurants, Tipped Workers, and Rising Costs - Chris Lane on the Economic Impacts of Question 5 Oct 17, 2024
    Show notes

    In this week's episode, Jennifer sits down with Chris Lane, the Director of Client Strategy at Cygnal and a seasoned political consultant and pollster. Chris has held multiple political roles, including campaign manager and finance director, and brings a wealth of experience to the discussion. His expertise is currently focused on national politics and a significant ballot question in Massachusetts concerning the minimum wage for restaurant workers.

    Chris shares his insights into Question 5, which proposes raising the minimum wage for tipped workers from $6.75 to $15 per hour. The episode dives deep into the contentious issue, exploring the potential economic fallout on the restaurant industry, the misleading polling data, and misconceptions about tipped workers' earnings. Jennifer and Chris also discuss the broader national political landscape, predicting the Democratic and Republican paths in the upcoming elections. The conversation is rich with controversial ideas, including Chris's view on the Democratic Party's strategy concerning Kamala Harris.

    “They’re driving prices up, saying it’s about fairness – it won’t help anyone.” – Jennifer

    This week on Political Contessa:

    • Restaurants campaigning against Question 5
    • Concerns over rising food prices
    • Polling data discrepancies
    • Explaining minimum wage misconceptions for tipped workers
    • Implications and risks of Question 5
    • The importance of informed voting
    • Impacts on the local economy and restaurant ecosystem
    • Predictions on national politics and upcoming elections

    Connect with Chris Lane:

    • Cygnal Group on Twitter
    • Email Chris Lane via Cygnal Group

    Resources:

    • Massachusetts Restaurant Association Website
    • One Fair Wage Initiative Website
    • WGBH News Segment on Question 5

    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.


    Kelly Dooner Discusses Transparency, Shelter Laws, and Small Business Rights Oct 10, 2024
    Show notes

    In this week's episode, Jennifer welcomes Kelly Dooner, a trailblazing member of the Taunton City Council in Massachusetts. Elected as the youngest woman to the council in 2021, Kelly has since served as City Council President and contributed to boards like the Taunton Planning Board. She has played a significant role in doubling the senior tax credit and revitalizing the city. Motivated by her dissatisfaction with the state's policies and a desire to secure a better future for her children, Kelly is running for office to bring common sense and fiscal responsibility to Massachusetts politics.

    Jennifer and Kelly dive deep into the prevailing issues within Massachusetts' legislative system, including a lack of transparency, one-party rule, and financial inefficiencies. Kelly highlights her campaign to address these shortcomings and her fight for an audit of the Massachusetts legislature. They discuss the "right to shelter" law, which has led to resource strains, and the unaffordability of housing that pushes young people to neighboring states. Touching on small business challenges, they explore the need for a small business bill of rights and reducing onerous regulations. They also investigate the impact of rising insurance rates on residents and the urgency for legislative change to help municipalities control property taxes better.

    "It's not just about being elected; it’s about making meaningful changes." - Kelly Dooner

    This week on Political Contessa:

    • Massachusetts' one-party rule and lack of legislative transparency
    • Financial strain from the "right to shelter" law and its impact on veterans and local residents
    • Housing affordability issues pushing young people out of the state
    • A proposed ballot question for auditing the Massachusetts legislature
    • Kelly’s campaign focusing on fiscal responsibility and community representation
    • The need for a small business bill of rights to reduce financial burdens on businesses
    • Investigating skyrocketing insurance rates potentially driven by state regulations
    • Kelly’s motivation stemming from inadequate local representation in policy decisions

    Connect with Kelly Dooner
    Kelly Dooner for State Senate

    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.


    Bridgewater's Evolution: Sandra Wright Discusses Education Immigration and the Impact of Government Policies Oct 03, 2024
    Show notes

    Today, Jennifer welcomes Sandra Wright, a seasoned politician and advocate running for the House of Representatives from Plymouth County, Massachusetts. Sandra has served as a four-term Plymouth County Commissioner and has a diverse background in medicine, firefighting, and teaching. Her political journey was inspired by personal experiences, including caring for her late son, who was born handicapped, which drove her to become a strong advocate for public health and community wellbeing.

    Sandra Wright and Jennifer dive into the pressing issues facing Bridgewater and Raynham, Massachusetts. They discuss the rising trend of residents moving out due to affordability and lack of amenities, claims about Bridgewater State University hiring undocumented workers, and the controversial government policies prioritizing undocumented residents over citizens. Sandra shares her views on the critical need for mental health care, education, and trade skills training. Sandra and Jennifer also highlight concerns about the water shortage, the non-functional water plant investment, and the challenges veterans face, linking these to the broader issues of public resource allocation and immigration policies.

    "Mothers bring a unique perspective to politics, driven by the desire to
    improve the world for their children." - Jennifer Nassour

    This week on Political Contessa:

    • Sandra Wright’s background and inspiration for entering politics.
    • The trend of people moving out of Bridgewater is due to affordability and lack of amenities.
    • Unverified claims about Bridgewater State University hiring undocumented workers.
    • The negative impact of government policies on citizens in favor of undocumented residents.
    • There is an urgent need for mental health care, education, and trade skills training.
    • Water shortage concerns and the non-functional water plant investment in Bridgewater.
    • Challenges faced by veterans, linking it to homelessness and competition for benefits.
    • The broader strain on public resources is due to current immigration policies.

    Connect with Sandra Wright:

    Sandra Wright’s Campaign Website:
    https://www.sandrawrightforstaterep.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.


    Understanding Policies: Moving Past Political Warm Fuzzies and Bullshit Sep 26, 2024
    Show notes

    Today, on Political Contessa, Jennifer dives deep into Election 2024, dissecting the bullshit from policies, or lack thereof, reminding people that facts don't care about your feelings and that what America needs in a leader is strong policies. Known for her candid and unfiltered opinions, Jennifer addresses the influence of celebrity endorsements, Kamala Harris's policy stance, and the Trump administration's dealings with Jewish voters and Israel. This episode promises to deliver a thought-provoking and no-holds-barred discussion on the issues that matter most to the American electorate.

    Jennifer shares her perspective on Kamala Harris's recent interview with Oprah Winfrey, highlighting the disconnect between celebrities and the everyday American voter. She criticizes the Democratic reliance on emotional appeals and stresses the importance of concrete policies. Jennifer also expresses her concerns about Kamala Harris's inconsistent stance on gun control and her controversial comments about Israel. She urges listeners to critically evaluate political candidates based not on charisma or identity but on their ability to improve the lives of American families.

    “Think about the things facing you and your family today, two years from now,
    four years from now.” ~Jennifer Nassour

    This week on Political Contessa:

    • How celebrity endorsements influence the political landscape
    • Kamala Harris's appearance on Oprah Winfrey
    • The economic concerns of everyday Americans
    • Kamala Harris's stance on gun control and defunding the police
    • The Trump administration's comments on Jewish voters
    • Kamala Harris's relationship with Israel and Jewish leaders
    • The importance of policy over emotional appeal in politics
    • The significance of staying informed and critically evaluating news sources

    Connect with Jennifer: PocketbookProject.org

    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.


    In-Depth Look at Donald Trump and Kamala Harris's Debate Strategies Sep 12, 2024
    Show notes

    Today, Jennifer dives into the first and likely only debate between former President Donald Trump. and Vice President Kamala Harris. A seasoned political analyst and commentator, Jennifer shares her candid thoughts and observations about the debate, dissecting the performances of both candidates with her trademark wit and insight.

    Jennifer discusses Kamala Harris's seven-week race, the inconsistencies in her campaign narrative, and the challenges she faces as the Vice President. She also scrutinizes Donald Trump's approach, inability to stay on message, and interaction with a media landscape that leans to the left. With a no-holds-barred analysis, Jennifer delves into the significant issues of the debate, highlighting the ongoing concerns about the economy, immigration, and leadership in the U.S.

    "I should have a bullshit barometer." – Jennifer Nassour

    Today on Political Contessa:

    • The impact of the debate performance on Kamala Harris's campaign narrative
    • The strategic failures and successes of both Harris and Trump during the debate
    • Kamala Harris's accountability and connection to Joe Biden's administration decisions
    • Mainstream media's perceived bias in debate coverage and questions
    • The importance of staying on message for Trump and his team
    • Harris's need to present clear policy priorities
    • The socioeconomic concerns of the electorate affected by the debate
    • The broader implications of the debate for American voters and their families

    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.


    Challenges of the 2024 Election: Donald Trump, Unelected Coronation of Kamala Harris, and Party Dynamics Aug 27, 2024
    Show notes

    Today on Political Contessa, your Political Contessa, Jennifer Nassour, goes solo to discuss the 2024 presidential election and the current political landscape. Jennifer, a seasoned political strategist and commentator, brings her deep expertise to the forefront as she dissects the Democratic convention, the policies of the Biden-Harris administration, and the political ramifications for the upcoming election. Known for her candid and insightful commentary, Jennifer comprehensively analyzes Kamala Harris's candidacy and the broader implications for American politics.

    Jennifer delves into controversial topics, critiquing both the Democratic and Republican conventions as mere "pep rallies" and expressing concerns over Kamala Harris's coronation nomination rather than the democratically elected nomination for the 2024 Democrat Presidential candidacy. She questions the democratic process, highlighting what she sees as fundamental flaws in the nomination system. Jennifer also contrasts the political strategies and policies of Donald Trump and Kamala Harris, offering her perspective as an "old school Republican" concerned about the current direction of both parties. This episode is a must-listen for anyone interested in understanding the complexities and stakes of the 2024 election.

    "But at the end of the day, she must start talking to the press. She needs to not have a teleprompter, she needs not to be campaigning, but actually go and speak to the press in a way that all of us can hear, where it's not a rally, it's not a pep rally."
    ~ Jennifer Nassour

    Today on Political Contessa:

    • The Democratic and Republican conventions are "pep rallies."
      • Kamala Harris's role and policies as Vice President are questioned.
      • The nomination process for presidential candidates is scrutinized.
      • Concerns about the future leadership of the Republican Party.
      • Comparisons between Donald Trump and Kamala Harris.
      • The impact of Kamala Harris’s policies on moderates.
      • The significance of having structured and defined policies.
      • The importance of understanding and aligning with candidate policies.

    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.


    From Riots to Rebranding: Examining the Harris and Walz Campaign Aug 15, 2024
    Show notes

    In this week's episode, Jennifer flies solo to discuss the intensifying political climate as we approach the 2024 elections. Jennifer dives deep into Kamala Harris's choice of Tim Walz as her Vice-Presidential running mate, analyzing the implications of this selection on the Harris campaign and the broader political landscape.

    Jennifer shares her thoughts on the need for Republicans to define Walz before the Harris campaign does, and she offers a critique of Walz’s past actions and policies, particularly during his tenure as Governor of Minnesota. She also discusses the various strategic missteps she believes the Democrats have made, including Harris's VP selection and the potential missed opportunity with Josh Shapiro. Jennifer emphasizes the importance of educating oneself about the candidates and their policies before making a decision at the polls.

    “Think about what they're actually saying, and what they have actually done in their careers.” ~Jennifer Nassour

    This week on Political Contessa:

    • The need for Republicans to define Tim Walz
    • Analysis of Kamala Harris’s rebranding efforts
    • Critique of Tim Walz’s policies as Governor
    • Discussion on January 6 and rioting
    • Tim Walz’s stance on transgender issues for minors
    • Importance of educating oneself about political candidates
    • Missed opportunities with Josh Shapiro
    • Impact of far-left influence on Harris's campaign decisions

    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.


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