In this episode, Fran Spielman interviews Hall of Fame right fielder Andre Dawson, discussing various topics from his illustrious career. They talk about his experiences meeting fans, the recent eligibility of Pete Rose and Shoeless Joe Jackson for the Hall of Fame, and the evolving nature of baseball. Dawson reflects on his time with the Cubs, his journey to being inducted into the Hall of Fame, and provides insights into the current Cubs team and notable players. The conversation also delves into Dawson's injuries, his post-retirement life, and his advice for young players entering Major League Baseball.

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In this episode, Fran Spielman interviews Mayor Brandon Johnson as he approaches his midterm anniversary. Joined by WBEZ city government reporter Mariah Woelfel, the discussion covers a variety of topics, including the Mayor’s personal growth, his approach to governance, and the challenges faced in transforming the city of Chicago. Johnson reflects on his biggest mistakes, the importance of effective communication, and the necessity of being healthy and fit in his role. He also addresses his administration's efforts in public safety, education, housing, and more, while emphasizing his commitment to building a safe and affordable Chicago.

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Sun-Times City Hall reporter Fran Spielman interviews Chicago's Commissioner of Planning and Development, Ciere Boatright. They discuss the city’s development challenges, including high interest rates, tariffs, and capital constraints. They also touch upon issues like the future of major projects like Invest Southwest, LaSalle Street conversions, and the Bally’s Casino development.

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Sun-Times City Hall reporter Fran Spielman interviews Carlos Ramirez-Rosa, a ten-year veteran Alderman and the new general superintendent and CEO of the Chicago Park District. They discuss a range of topics, including Carlos's ambitious plans for the park district, his rapid learning on the job, and his strategies for enhancing community safety and engaging youth through various recreational programs.

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In this episode, Fran Spielman interviews John Block, an independent producer and filmmaker from Chicago, about his moving and inspirational film, 'I Will Build This World From Love.' The conversation explores John's upbringing in Chicago, his career highlights at major networks like NBC, and his transition to independent filmmaking.

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In this episode, Fran Spielman interviews Stacy Davis Gates, President of the Chicago Teachers Union (CTU), discussing the recently approved teachers' contract. The civil war between the Chicago Teachers Union and SEIU has fractured Mayor Brandon Johnson’s progressive union coalition continues—so much so that it endangers Johnson’s political future. It centers around CTU President Stacy Davis Gates failed attempt to have the CTU take over classroom assistant jobs held by SEIU Local 73.

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Sun-Times City Hall reporter Fran Spielman speaks with Jeffrey Haydon, CEO of the Ravinia Festival, about the upcoming $75 million renovation of Ravinia's 36-acre campus in Highland Park. Haydon explains the decision to shorten the concert season to accommodate construction and shares the challenges and logistics of managing the renovation and the festival.

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In this episode, Fran Spielman interviews soon-to-be former Chicago Park District Superintendent and CEO Rosa Escareno. Escareno discusses her recent resignation, her decision-making process, and the transition to her successor Alderman Carlos Ramirez-Rosa. She reflects on her tenure, achievements, and challenges, including equity in park facilities, managing homeless encampments, and funding for capital improvements.

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