Political Contessa

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.

Episodes

July 9, 2026 9 mins

In this week's episode, Jennifer spotlights the recent controversy surrounding Usha Vance, the Second Lady of the United States and a Yale-educated attorney. Usha, pregnant with her fourth child, recently found herself the subject of criticism after wearing an $8.75 Old Navy maternity dress during a public interview alongside Vice President Vance. With extensive professional accomplishments and a growing family, Usha has quickly be...

Listen
Watch
Mark as Played

In this week's episode, Jennifer welcomes Christina Delisio, a seasoned community leader and former Manchester Planning Board member, who is currently running for State Representative in Massachusetts' 5th Essex District. Christina brings nearly a decade of experience championing local issues, a background in law, public service teaching, and environmental consulting. Raised in Pennsylvania with a deep respect for civic duty, Chris...

Listen
Watch
Mark as Played

In this week's episode, Jennifer is a guest on Jeff Simon's podcast, "Back to Normal," and is a prominent voice in Massachusetts Republican circles, as well as the current finance chair for the Mike Minogue gubernatorial campaign. Jeff, who is well known for hosting the "Back to Normal" show and for his previous role as chair of the Massachusetts Republican Party, joins Jennifer for an in-depth discussion of the state's political a...

Listen
Watch
Mark as Played

In this week’s episode, Jennifer dives deep into the background and candidacy of Graham Platner, the Democratic Senate candidate facing incumbent Susan Collins, currently the only standing Republican in New England. She explores Platner’s privileged upbringing, lack of political experience, and recent coverage of a Nazi tattoo and online sexting scandals. The episode critiques the normalization of questionable ethics an...

Listen
Watch
Mark as Played

In this week's episode, Jennifer welcomes Jon Hecht, a former Massachusetts State Representative and leading advocate for democracy reform. Jon has spent years at the State House gaining firsthand insight into the legislative process and now serves as a key member of the Coalition to Reform Our Legislature. Despite political differences, his bipartisan work through the Legislative Efficiency and Accountability Project (LEAP) and th...

Listen
Watch
Mark as Played

In this week’s episode, Jennifer welcomes Mike Minogue, Massachusetts’ endorsed nominee for governor. Mike is a decorated Army Ranger, combat veteran, father of five, longtime entrepreneur, and former CEO of a leading public medical device company. He is also deeply committed to public service alongside his wife, Renee, helming a family mission focused on spiritual, physical, and intellectual excellence. Mike’s le...

Listen
Watch
Mark as Played

This week, Jennifer welcomes  back Liz Kurantowicz, a political operative and media commentator based in Connecticut and known for her advocacy for parental choice in education, her frequent appearances on television and radio, and her active involvement in state and federal political discourse. As a Catholic school parent and outspoken conservative, Liz has played a prominent role in mobilizing opposition to state legislature...

Listen
Watch
Mark as Played

In this week's episode, Jennifer dives into a comprehensive analysis of the Massachusetts Republican Convention, painting a provocative portrait of party struggles, logistical chaos, and questioning whether internal egos threaten the party's success. Sharply critical of certain campaign maneuvers, she calls out the support team behind gubernatorial candidate Brian Shortsleeve, suggesting their motivations are rooted in arrogance an...

Listen
Watch
Mark as Played

In this week's episode, Jennifer dives into parallels between George Orwell’s "1984" and Massachusetts Senate Bill 2246. She explores the newly introduced Senate Bill 2246, which seeks to align Massachusetts’ transportation plan with strict climate mandates by potentially imposing monitored limits on driving miles for residents. She challenges the controversial bill as an infringement on personal freedom and draws unset...

Listen
Watch
Mark as Played

In this week’s episode, Jennifer welcomes Liz Kurantowicz, a seasoned political strategist, attorney, and mother. Liz is known for her extensive experience in Republican politics throughout Connecticut, having served at the Connecticut State GOP and as a frequent commentator on television and digital media. Her work emphasizes strategy, communications, and advocacy, particularly on issues impacting women, families, and the ne...

Listen
Watch
Mark as Played

In this week's episode, Jennifer, in honor of Women's History Month, delivers a powerful and thought-provoking episode tracing key milestone in American women’s fight for equality, from property rights and suffrage to workforce participation and educational achievement. She draws sharp contrasts with the situation for women in Iran, highlighting severe legal and cultural restrictions faced there, including mandatory hijab law...

Listen
Watch
Mark as Played

In this week’s episode, Jennifer welcomes Micah Jones, a U.S. Army veteran, attorney, and father of two young children who is running for Congress in Massachusetts’ 6th Congressional District. Mica is the sole Republican candidate in a crowded field of seven Democrats running for the seat currently held by Representative Seth Moulton. With a background in military service and corporate law, Mica brings a commitment to p...

Listen
Watch
Mark as Played

In this week’s episode of Political Contessa, Jennifer welcomes Elizabeth Dionne, a relentless reformer, attorney, and former chair of the Belmont Select Board with proven leadership, financial, and legal expertise. Elizabeth is running for Massachusetts State Treasurer, bringing a history of fiscal responsibility, having delivered balanced municipal budgets and never relying on reserve funds. As a mother of four and a decade...

Listen
Watch
Mark as Played

In this week’s episode, Jennifer welcomes Paul Craney, Executive Director of the Mass Fiscal Alliance Foundation. Paul is known for his relentless advocacy on fiscal responsibility, governmental transparency, and energy policy throughout Massachusetts and the broader New England region. Leading a nonprofit dedicated to informing citizens and policymakers, Paul consistently delivers in-depth research and analysis on tax policy...

Listen
Watch
Mark as Played

In this week’s episode of Political Contessa, Jennifer welcomes back her friend, Kendall Qualls, a business entrepreneur, Army veteran, and candidate for governor of Minnesota. This episode is a clarion call for civil discourse around education, governance, and community values. Kendall's vision for Minnesota is one of revitalization, seeking to address the economic challenges that have driven significant outmigration and res...

Listen
Watch
Mark as Played
February 19, 2026 21 mins

In this week’s episode, Jennifer takes center stage. Jennifer is an experienced attorney and political strategist, known for her leadership as former Chairwoman of the Massachusetts Republican Party and as the founder of Pocketbook Project. Jennifer has built her career championing conservative values, government transparency, and women's participation in politics across Massachusetts. Her work continues to focus on fiscal re...

Listen
Watch
Mark as Played

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 emp...

Listen
Watch
Mark as Played

In this week’s episode, Jennifer welcomes Ann Brensley, candidate for Lieutenant Governor in the Commonwealth of Massachusetts, and Adrienne Simeone, founder of the Mama Bear Effect nonprofit and a mother of four. Ann Brensley is recognized for her focus on parental involvement and educational policy reform, emphasizing the importance of family values in governance. Adrienne Simeone, an advocate for children’s safety an...

Listen
Watch
Mark as Played

In this week’s episode, Jennifer welcomes Professor Marc Defant from the University of South Florida. Marc is a renowned geology and geochemistry professor specializing in the study of volcanoes, the geochemistry of volcanic rocks, and mantle processes. With decades of experience researching volcanoes worldwide—including Russia—Marc has recently explored the intersection of evolutionary psychology and feminist stu...

Listen
Watch
Mark as Played

In this week’s episode, Jennifer welcomes Susan Molinari and Beth Brooke to dive into the shocking disparities and outdated standards in the way car safety is measured for women in the United States.

They reveal that despite decades of progress, female crash test dummies are still largely absent from critical safety testing, putting women at greater risk of injury and death. They address controversial facts such like the cont...

Listen
Watch
Mark as Played

Popular Podcasts

    Hey Jonas! The official Jonas Brothers podcast. Hosted by Kevin, Joe, and Nick Jonas. It’s the Jonas Brothers you know... musicians, actors, and well, yes, brothers. Now, they’re sharing another side of themselves in the playful, intimate, and irreverent way only they can. Spend time with the Jonas Brothers here and stay a little bit longer for deep conversations like never before.

    Crime Junkie

    Does hearing about a true crime case always leave you scouring the internet for the truth behind the story? Dive into your next mystery with Crime Junkie. Every Monday, join your host Ashley Flowers as she unravels all the details of infamous and underreported true crime cases with her best friend Brit Prawat. From cold cases to missing persons and heroes in our community who seek justice, Crime Junkie is your destination for theories and stories you won’t hear anywhere else. Whether you're a seasoned true crime enthusiast or new to the genre, you'll find yourself on the edge of your seat awaiting a new episode every Monday. If you can never get enough true crime... Congratulations, you’ve found your people. Follow to join a community of Crime Junkies! Crime Junkie is presented by Audiochuck Media Company.

    Betrayal Weekly

    Betrayal Weekly is back for a new season. Every Thursday, Betrayal Weekly shares first-hand accounts of broken trust, shocking deceptions, and the trail of destruction they leave behind. Hosted by Andrea Gunning, this weekly ongoing series digs into real-life stories of betrayal and the aftermath. From stories of double lives to dark discoveries, these are cautionary tales and accounts of resilience against all odds. From the producers of the critically acclaimed Betrayal series, Betrayal Weekly drops new episodes every Thursday. If you would like to share your story, you can reach out to the Betrayal Team by emailing them at betrayalpod@gmail.com and follow us on Instagram at @betrayalpod and @glasspodcasts. Please join our Substack for additional exclusive content, curated book recommendations, and community discussions. Sign up FREE by clicking this link Beyond Betrayal Substack. Join our community dedicated to truth, resilience, and healing. Your voice matters! Be a part of our Betrayal journey on Substack.

    Dateline NBC

    Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

    Stuff You Should Know

    If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.

Advertise With Us
Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2026 iHeartMedia, Inc.

  • Help
  • Privacy Policy
  • Terms of Use
  • AdChoicesAd Choices