Pittsburgh's Biggest 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:
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.
Subscribe To Our Newsletter

Stay connected to City Cast Pittsburgh and get ready to join the local conversation.
Latest Episodes
Shapiro vs. Garrity, a Mafia-Style Toilet Fundraiser & TBD on New Local Taxes
Pittsburgh and Allegheny County officially announced their 2027 budgets and … wow our finances are not looking good. Host Megan Harris an...

Pittsburgh's Indigenous History
Pittsburgh loves to talk about its history — the forts, the steel mills, the immigrants, the neighborhoods. But the story of this place s...

What Pgh Restaurant Would Hold Your Wake? Plus, Measles & Mulan's Cookbook
It's official: an Allegheny County resident just tested positive for measles. It's part of Pennsylvania's ongoing (and worsening) measles...

The Dystopian AI School PA Rejected
Notes and references from today’s show: A.I.-Driven Education: Founded in Texas and Coming to a School Near You [New York Times] Sta...

Maple Miso Lattes, Artisanal Croissants & All-You-Can-Eat KBBQ
Korean BBQ, sushi, "artisanal" croissants, and other delectable delicacies are on offer from newly-opened (as well as expanding and reope...

‘Your City Could Be Better’: This Basketball Court Is Saving Residents From Floods — Presented By City Cast Pittsburgh
When Pittsburgh looks for inspiration for the future, does it look to the Netherlands? That’s what designers and officials in New York Ci...

CMU Miami, Bleak Budgets & Duquesne Light’s Strike
Carnegie Mellon University is opening a new campus in Miami, thanks to a $3 billion gift from hedge fund manager Ken Griffin. It's the la...

Your Guide to October 2026 in Pittsburgh
October in Pittsburgh is packed with things to eat, see and do — from campy musicals and a pizza opera to the Pittsburgh Art Book Fair an...

Pittsburgh’s Best Fall Frights, From Terrifying To Totally Tame
How scared do you actually want to be this Halloween? Pittsburgh has plenty of options! Whether you want chainsaw-wielding killers chasin...

Riverfront Trails Expand, Exercise for Beginners & Tim Burton Takeover
Have you ever been enjoying a bike ride along the riverfront, only for the trail to end abruptly? Good news! The city is planning to clos...


