The Gist

Matthew Hiltzik, a veteran media strategist and founder of Hiltzik Strategies, dives into the intricacies of political communications and New York politics. He critiques Chuck Schumer's outdated press strategies and highlights the importance of local outreach. Hiltzik praises Trump's Middle East diplomacy while scrutinizing his claims about ending wars. He shares insights from Hillary Clinton's 2000 campaign, especially her engagement with Hasidic women, and discusses the complicated legacy of Dick Cheney, centered on the Iraq invasion.

Matthew Hiltzik, founder and CEO of Hiltzik Strategies, navigates the complex world of crisis communications with a focus on strategy, law, and politics. He emphasizes the importance of audience understanding and the precision of digital tools over emotional appeals. Hiltzik shares insights from campaigns involving Schumer and Clinton, highlighting grassroots retail politics and the continuing significance of detail in today’s algorithm-driven landscape. The discussion also humorously critiques an SNL sketch and explores public perceptions of figures like Cuomo.

Mike Pesca, a former NPR contributor and host, dives into the gritty details of the NBA betting scandal, revealing how mobsters and marked decks influenced the game. He discusses the surge of online gambling, exposing the dangers it poses to young athletes and the addictive appeal of micro-bets. The conversation also touches on the psychological thrill of competition and how even paid athletes can succumb to temptation. Plus, laugh along as they critique Karine Jean-Pierre's rocky book tour and Louis C.K.'s controversial confessions.

Art Cullen, a Pulitzer Prize-winning editor from the Storm Lake Times and author of "Dear Marty: We Crapped in Our Nest," dives deep into Iowa's agriculture crisis. He reveals how industrial farming practices have devastated the environment and contributed to rising cancer rates. Cullen argues for a shift in political strategy, urging Democrats to focus on economic issues rather than cultural ones. The discussion also touches on the power of agribusiness in shaping policy and the challenges faced by local farmers amidst federal favoritism towards corporations.

Acclaimed journalist Beth Macy, author of Dopesick and Paper Girl, dives into the challenges facing middle America. She highlights the systemic roots of addiction and the impact of diminished local journalism on communities. Macy shares a poignant portrait of Silas, a trans drum major navigating life’s obstacles in a struggling public school system. She also critiques the fallout from school choice policies and discusses the barriers to upward mobility in education. Overall, she emphasizes the importance of local stories in bridging community divides.

Karine Jean-Pierre, former White House press secretary and author of "Independent: A Look Inside a Broken White House Outside the Party Lines," shares her journey of political independence. She discusses her heartbreak over Biden's campaign, the internal strife within the Democratic Party, and how complacency can arise from abundance. Jean-Pierre critiques the party's failures in inclusivity and messaging, particularly regarding the LGBTQ community, while emphasizing the need for civic engagement and a unified front for 2024.

Damon Linker, a political science lecturer and Substack writer, teams up with Steve Hayes, Editor of The Dispatch, to dissect Trump's controversial demolition of the White House East Wing. They explore whether the uproar is about aesthetics or deeper issues and discuss the true dangers facing democracy. The conversation shifts to Trump's influence on public opinion and the speculation around a potential 2028 run. They also tackle larger themes like Congress's role in eroding democracy and urban homelessness, sparking a lively debate on governmental responsibility.

Michelle Eisen, a barista-turned-organizer from Buffalo, played a pivotal role in unionizing Starbucks workers nationwide. She discusses the rapid growth of the union movement, highlighting challenges like low pay and staffing issues while addressing aggressive anti-union tactics. Eisen also touches on quirky topics, such as the debate over workplace dress codes and how unions can protect workers' rights. Her insights reveal the real impact union membership has on improving conditions for baristas in a complicated labor landscape.

Guest Jeremy Workman, a documentary filmmaker, discusses his intriguing films, including The World Before Your Feet, which chronicles Matt Green's quest to walk every block of New York City. Matt shares his unique rules and unexpected discoveries during his journey. They also delve into urban experiences like the Secret Mall Apartment, where artist Michael Townsend reveals how a hidden flat in a mall became a form of protest against gentrification. The conversation sparks thoughts on urban change, creativity, and the deeper meanings behind everyday spaces.

Ariel Elias, a stand-up comedian and writer, shines as she discusses her special, A Jewish Star, and her Kentucky roots. She reveals how growing up Jewish in a conservative state shaped her comedic voice. Ariel dives into her viral beer-can incident and its impact on her career, including her appearance on Kimmel. The conversation also explores the art of crafting jokes, the significance of storytelling, and her process of writing cleaner material for synagogue gigs. Her insights into seizing opportunities and navigating the comedy landscape are both relatable and inspiring.