In this eye-opening episode, Sherwin dives into what it’s like to be a civilian in America in the wake of post-9/11 policies. He sheds light on the long-lasting effects of the Patriot Act, particularly its controversial provisions that allow government surveillance of citizens. Sherwin discusses how these laws have impacted Muslim Americans, examining the rise in ICE surveillance and the real-world consequences of racial profiling. Through personal insights and historical context, this episode challenges listeners to think critically about freedom, security, and the price of surveillance in the name of national security.

In this episode, Sherwin unpacks the fascinating and controversial relationship between Elon Musk and his private security team, which has been deputized by the U.S. Marshals, giving them law enforcement powers. He explores the implications of such private-public partnerships, raising questions about accountability, security, and the blurred lines between private interests and government authority. Additionally, Sherwin delves into Canada’s recent decision to take a firm stance against U.S. policies, discussing the geopolitical tensions and the implications for both nations. Tune in for an insightful conversation on power, security, and the shifting dynamics between the U.S. and its northern neighbor.

In this engaging episode, Sherwin sits down with Brittany Kinser, a passionate candidate for State Superintendent, to discuss her vision for the future of education. They dive into key issues facing students, teachers, and schools today, exploring how Brittany plans to tackle challenges like funding, curriculum reform, and ensuring equal opportunities for all students. With a deep commitment to improving the educational system, Brittany shares her goals and the steps she believes are essential for creating a brighter future for learners across the state. This episode offers an inside look at the race for State Superintendent and what it could mean for the future of education.

In this episode, Sherwin dives deep into a wide range of topics about how we can recognize and utilize Milwaukee's unique resources, culture, and opportunities. From local businesses and community initiatives to hidden gems and untapped potential, Sherwin explores ways to elevate the city's reputation, create economic growth, and foster a sense of pride among residents. Tune in to hear ideas and discussions on how Milwaukee can continue to shine on the national stage.

Join Sherwin as he tackles the hot topics surrounding Milwaukee’s growth and development, focusing on the sales tax, downtown attractions, and the natural resources that are being created and held by legislators. In this episode, Sherwin offers insights into how the city’s tax structure could support its revitalization efforts, how downtown initiatives are shaping the city’s future, and the impact of legislative decisions on preserving and utilizing Milwaukee’s natural assets. Tune in for an in-depth discussion on the policies, plans, and potential that could help Milwaukee thrive in the coming years.

In this intense and unexpected episode, Sherwin delves into the world of car insurance, offering insights and advice on how to navigate the complexities of policies and rates. But the conversation takes a shocking turn when a white caller challenges Sherwin, and Sherwin dares him to say the N-word. The caller takes the bait, leading to a raw, unfiltered moment that sparks a larger conversation on race, accountability, and the power of words. Tune in for a thought-provoking episode that combines practical advice with a challenging dialogue about the intersection of language, culture, and society.

In this thought-provoking episode, Sherwin dives deep into the future of Social Security, exploring why the program may be facing an impending collapse. He discusses the alarming financial trends, demographic shifts, and political challenges that could lead to Social Security’s eventual end. Tune in as Sherwin unpacks the reasons behind its decline and offers insights into potential solutions that could help secure a stable future for retirees. If you're concerned about your financial future, this episode is a must-listen!

In this episode, Sherwin sits down to unpack Alderwoman Lamont Westmoreland’s recent statement about the growing issue of junk and litter in Milwaukee, particularly after the snow melts. As the city grapples with an increase in debris left behind from the harsh winter months, Sherwin dives into the deeper issues of public cleanliness, community responsibility, and local government action. Join him for a candid discussion on how Milwaukee can address its litter crisis and work toward a cleaner, more sustainable future.

Sherwin continues his in-depth discussion of Alderman Lamont Westmoreland’s statement on the growing problem of junk and litter in Milwaukee, especially after the snow melts. In this follow-up episode, he further explores the impact of this issue on local neighborhoods, the city’s infrastructure, and the environment. With insights from residents, city officials, and experts, Sherwin delves into potential solutions and how Milwaukee can take action to restore its streets to their former glory. Tune in to hear what needs to be done to combat this ongoing problem and improve the city's overall cleanliness.

In this episode, Sherwin explores a startling incident where Pete Hegseth allegedly leaked sensitive war plans in a group chat, thinking he was using an encrypted messaging app. This incident sets the stage for a deeper conversation about trust in the digital age, the implications of confidentiality, and how the world of journalism navigates these challenges. Sherwin delves into the meaning of "trust" and how it is cultivated between journalists and their sources, while also unpacking the crucial concept of "off the record"—what it means, why it matters, and how these boundaries shape responsible reporting. Tune in for a thought-provoking discussion on the intersection of media, security, and ethics in a rapidly changing world.