WBBM's Craig Dellimore: Reflections on a Legendary Career in Journalism

In this episode, Fran Spielman welcomes Ray Long, a recently retired investigative reporter for the Chicago Tribune with over 45 years in journalism. Long discusses his career journey, including his early days covering City Hall with Spielman, memorable stories from his stint as a reporter, and significant events like the turbulent tenure of Mayor Richard M. Daley. They also touch on Long's moderate upbringing, his transition from aspiring radio personality to print journalism, and his experience writing a book on political heavyweight Mike Madigan without direct interviews. 

In this episode, Fran Spielman interviews Craig Dellimore, now retired City Hall reporter for WBBM News Radio 780. Craig reflects on his 25-year career covering Chicago politics, sharing his experiences from growing up in Jamaica, Queens, to his time working as a copy boy at The New York Times. He also recalls his memories of significant events, such as Harold Washington's rise to mayor of Chicago and his harrowing experience during a police shooting in Harlem. Craig discusses his contributions to journalism, his pride in mentoring young reporters, and his thoughts on the changing political landscape.

In a special Father's Day edition, Sun-Times City Hall reporter Fran Spielman is joined by three notable Chicagoans - Mayor Brandon Johnson, Rahm Emanuel, and Congressman Chuy Garcia - to discuss their fathers and how their relationships with them have shaped their own journeys in fatherhood.

Fran Spielman is joined by Chicago Police Superintendent Larry Snelling for an in-depth and candid conversation. Snelling discusses his journey leading one of the nation’s largest police departments, the challenges of public safety in Chicago, and the strategies behind recent reductions in violent crime.

In this episode, Sun-Times City Hall reporter Fran Spielman converses with Alderman Bennett Lawson of Chicago's 44th Ward, covering a range of topics including signs at Wrigley Field, public safety plans, small business challenges, and legislative achievements. Lawson shares insights from his tenure, learning from former Alderman Tom Tunney, and discusses ongoing projects, including the Wrigley Field security plan. He also touches on broader civic issues, such as the sub-minimum wage for tipped workers, short-term rental transparency, and upcoming budget challenges for the city.

In this episode, Fran Spielman sits down with Kristen Reynolds, the new President and CEO of Choose Chicago. They discuss Reynolds' transition from Discover Long Island to leading Chicago's convention and tourism efforts. The conversation addresses the impact of recent world events on tourism, including a tragic incident in Washington DC and former President Trump's tariffs affecting Canadian tourism. Despite these challenges, Reynolds highlights Chicago's recent record-breaking hotel occupancy and the city's strong reliance on domestic visitation. She emphasizes the need for increased investment in marketing Chicago internationally and suggests leveraging social media and tech innovations. The discussion also covers recovery strategies post-COVID, local staycation initiatives, and a controversial tourism improvement district proposal to boost Choose Chicago’s budget. Reynolds outlines her vision for maintaining momentum amid economic uncertainties and enhancing Chicago’s appeal through diversified, high-return events.

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.

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.

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.

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.