
Freakonomics Radio Dying Is Easy. Retail Is Hard. (Update)
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Nov 28, 2025 Tony Spring, CEO of Macy's Inc., shares insights on revitalizing iconic brands while grappling with market pressures and store closures. Mark Cohen offers a critical historical perspective on Macy's faltering legacy and emphasizes the need for clear brand vision. Jeff Kinney, author of Diary of a Wimpy Kid, discusses his community-focused bookstore, highlighting challenges in the retail space and ambitious plans to redevelop downtown Plainville. The conversation bridges the gap between corporate challenges and local retail vibrancy, imagining a brighter future for both.
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Parade Is A Valuable Corporate Asset
- The Macy's Thanksgiving Parade is both a cultural tradition and a strategic corporate asset.
- Its value extends beyond sentiment because it generates sponsorship and ad revenue that likely outweigh costs.
Prioritize Execution To Convert Awareness
- Tony Spring emphasizes improving customer experience across stores to drive conversion from high awareness.
- He plans to divest irrelevant stores, invest in assortments, and automate invisible costs to fund better service.
Retail Success Often Seeds Future Failure
- Mark Cohen traces retail shifts from downtown emporia to suburban malls and explains how distribution innovations reshape winners.
- He frames retail as huge and cyclical, where past dominance can breed complacency and failure.









