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Mayor Tom Kane sits like a spider at the center of Chicago's web of power; a web built on a covenant with the people. They want to be led, they want disputes settled, jobs dispensed, and loyalties rewarded. If he achieves all this through deception and immorality, so be it. As long as he gets the job done, they look the other way. Yet despite being the most effective mayor in recent history, a degenerative brain disorder is ripping everything away from him. He can't trust his memory, his closest allies, or even himself.
Cast
Kelsey Grammer, Connie Nielsen, Hannah Ware, Jeff Hephner, Kathleen Robertson, Troy Garity, Rotimi, Jonathan Groff, Sanaa Lathan
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Mayor Tom Kane sits like a spider at the center of Chicago's web of power; a web built on a covenant with the people. They want to be led, they want disputes settled, jobs dispensed, and loyalties rewarded. If he achieves all this through deception and immorality, so be it. As long as he gets the job done, they look the other way. Yet despite being the most effective mayor in recent history, a degenerative brain disorder is ripping everything away from him. He can't trust his memory, his closest allies, or even himself.
Cast
Kelsey Grammer, Connie Nielsen, Hannah Ware, Jeff Hephner, Kathleen Robertson, Troy Garity, Rotimi, Jonathan Groff, Sanaa Lathan
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Watch Boss for free on Plex. Watch Boss for free on Plex Channel. Watch Boss for free on Fawesome. Boss is streaming on MovieSphere+ Amazon Channel. Buy Boss on Amazon Prime. Buy Boss on Apple TV Store. Buy Boss on Fandango At Home. Buy Boss on Google Play Movies. Availability last verified February 28, 2026.
