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:
The transformation of the Boston City Council from moderate to radical ideology
Neglect of neighborhood services, safety, and infrastructure in favor of national issues
Escalating open drug use and distribution of over 80,000 needles monthly
Public safety crises, including lawlessness, human trafficking, and frequent break-ins
Declining support for and staffing of the Boston Police Department
Impact of increased property taxes and regulatory challenges on housing and affordability
Unregulated bike lanes and scooter use are worsening city safety and public frustration
Persistent calls from Ed Flynn and allies for a return to local, constituent-focused governance

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.

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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.

In this week&rsquo;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.
&nbsp;
"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
&nbsp;
This week on Political Contessa:
<ul>
<li>The transformation of the Boston City Council from moderate to radical ideology</li>
<li>Neglect of neighborhood services, safety, and infrastructure in favor of national issues</li>
<li>Escalating open drug use and distribution of over 80,000 needles monthly</li>
<li>Public safety crises, including lawlessness, human trafficking, and frequent break-ins</li>
<li>Declining support for and staffing of the Boston Police Department</li>
<li>Impact of increased property taxes and regulatory challenges on housing and affordability</li>
<li>Unregulated bike lanes and scooter use are worsening city safety and public frustration</li>
<li>Persistent calls from Ed Flynn and allies for a return to local, constituent-focused governance</li>
</ul>
Connect with Ed Flynn:
<a href="https://x.com/EdforBoston">X</a> <a href="https://www.boston.gov/departments/city-council/ed-flynn">City Councilor Ed Flynn Official Page</a> <a href="https://www.edforboston.com/">Ed for Boston Official Campaign Website</a>
Awaken Your Inner Political Contessa
Thanks for tuning into this week&rsquo;s episode of Political Contessa. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts.
<a href="https://open.spotify.com/show/6ImzVp6n3MBUcMBP8jsZhu">Spotify</a> I <a href="https://www.stitcher.com/s?fid=656529">Stitcher</a> I <a href="https://podcasts.apple.com/us/podcast/political-contessa/id1588917810">Apple Podcasts</a> I <a href="https://www.iheart.com/podcast/1300-political-contessa-87658237/">iHeart Radio</a> I <a href="https://tunein.com/podcasts/News--Politics-Podcasts/Political-Contessa-p1531739/">TuneIn</a>&nbsp;
Be sure to share your favorite episodes on social media. And if you&rsquo;ve ever considered running for office &ndash; or know a woman who should &ndash; head over to <a href="http://politicalcontessa.com/">politicalcontessa.com</a> to grab my quick guide, Secrets from the Campaign Trail. It will show you five signs to tell you you&rsquo;re ready to enter the political arena.

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.

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, &amp; 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 <a href="https://www.politicalcontessa.com">Political Contessa.</a>

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.

Political Contessa

Women on the right need a safe space to discuss politics, policy and 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.

I’m Jennifer. I’m a single mom of 3 girls living in Boston. I’m a lawyer with 2 political science degrees and I have NO problem talking politics with people who disagree with me.

I spent 3 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. And 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 and for more information and resources visit Political Contessa.

Women on the right need a safe space to discuss politics, policy and 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, &amp; federal governments, we need to empower women to feel comfortable and confident discussing these and other topics.
I&rsquo;m Jennifer. I&rsquo;m a single mom of 3 girls living in Boston. I&rsquo;m a lawyer with 2 political science degrees and I have NO problem talking politics with people who disagree with me.
I spent 3 years as the Chairman of the Massachusetts GOP and ran for the very liberal Boston City Council. I&rsquo;m a frequent analyst on Newsmax, Fox News Radio, and Boston media. And 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 and for more information and resources visit <a href="https://www.politicalcontessa.com">Political Contessa.</a>

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