Pittsburgh's Biggest Villains

Pittsburgh's Biggest Villains

From City Cast Pittsburgh by City Cast

April 29, 2026 · 33 min

About this episode

The episode discusses local personalities and entities that Pittsburghers consider villains.

Pittsburghers can hold a real grudge. There are so many local personalities and entities that have drawn our ire, from a certain healthcare giant to the major airline that ditched us to the soon-to-be-former owners of the Post-Gazette. Host Megan Harris is joined by a very special guest — her husband and former political reporter and editor, Jeremy Boren — along with local historian and writer Virginia Montanez to debate who exactly counts as a Pittsburgh villain. The discussion gets way more nuanced than you'd think! Thanks to everyone who sent in suggestions for Pittsburgh's biggest villains. Think someone's missing? We're working on Part 2. Call or text the VILLAIN HOTLINE at 412-212-8893. Learn more about the sponsors of this Wednesday, April 29th episode: City Theatre Pittsburgh Opera PGH Cultural Trust Window Nation Become a member of City Cast Pittsburgh at membership.citycast.fm. Want more Pittsburgh news? Sign up for our daily morning newsletter. We’re on Instagram @CityCastPgh. Text or leave us a voicemail at 412-212-8893. Interested in advertising with City Cast? Find more info here.

People in this episode

Host: Megan Harris

Guests: Jeremy Boren, Virginia Montanez

Topics covered

  • local personalities
  • Pittsburgh villains
  • grudges
  • debate
  • history

Keywords

  • Pittsburgh
  • villains
  • grudges
  • local history
  • debate

Sponsors

City Theatre, Pittsburgh Opera, PGH Cultural Trust, Window Nation

Mentioned in this episode

Organizations: Post-Gazette

Places: Pittsburgh

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