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The poster features a stern, balding man in a sharp suit adjusting his watch, exuding authority and confidence. The dark background contrasts with the bright white text of the word "BOSS," creating a dramatic and intense atmosphere.

Boss

2011 · TV Series⭐ 7.2· Updated Apr 2026

2 Seasons • 18 Episodes

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🌐English
Rated:TV-MA

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You can watch Boss (2011) for free on Plex.

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.

Boss is a show that explores themes of chicago, illinois, mayor, dementia. It also touches on politics and deception and power politics.

Cast

Kelsey Grammer, Connie Nielsen, Hannah Ware, Jeff Hephner, Kathleen Robertson, Troy Garity, Rotimi, Jonathan Groff, Sanaa Lathan

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The poster features a stern, balding man in a sharp suit adjusting his watch, exuding authority and confidence. The dark background contrasts with the bright white text of the word "BOSS," creating a dramatic and intense atmosphere.

Boss

Canceled

2011•⭐ 7.2•Updated Apr 2026
🌐English

2 Seasons • 18 Episodes

You can watch Boss (2011) for free on Plex.

Rated:TV-MA

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.

Boss is a show that explores themes of chicago, illinois, mayor, dementia. It also touches on politics and deception and power politics.

Cast

Kelsey Grammer, Connie Nielsen, Hannah Ware, Jeff Hephner, Kathleen Robertson, Troy Garity, Rotimi, Jonathan Groff, Sanaa Lathan

Free MoviesSupernaturalTrue CrimeSmall TownComing SoonWorld War IIPost-ApocalypticSamuraiDystopiaSlasherSurvivalTime TravelRoad TripTrendingConspiracyFree MoviesSupernaturalTrue CrimeSmall TownComing SoonWorld War IIPost-ApocalypticSamuraiDystopiaSlasherSurvivalTime TravelRoad TripTrendingConspiracy

4 options ranked by value · 🇺🇸 United States

Keep browsing: Airing Now · Popular TV Shows · Drama · War & Politics

DramaWar & PoliticsCrime

chicago, illinois · mayor · dementia · politics · deception · power politics · ruthlessness · broken family · immorality · trust issues

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. Availability last verified April 2, 2026.

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Boss (2011) is streaming free on Plex. It's also available on Plex, Plex Channel, Fawesome, MovieSphere+ Amazon Channel.