These are, these are, these are... the characters of Greater Boston.
Spoilers for Season 1 are unmarked.
The Stamatis Family and associates
- Foil: Each of them serve as foils to each other in one way or another.
The eldest sibling of the Stamatis family, Leon's death occurs at the beginning of the story and kicks off some of the more bizarre occurrences.
- Deadpan Snarker: Had this in spades, apparently.
- Narrator: Eventually becomes this, after the old one becomes frustrated with certain chains of events and quits.
- Obsessively Organized: It's even lampshaded by his ex-girlfriend. Leon is so obsessive about keeping order that he schedules every part of his day a month in advance. Eventually becomes his Fatal Flaw.
- Posthumous Character: It's not a spoiler that Leon dies at the end of the first episode, as his death kicks off many of the show's plot lines.
- Attention Whore: Nica badly wants attention, having always wanted to break into the entertainment business but being thwarted at every turn. It's this that drives her to be Oliver West's accomplice in the Lottery terrorist attacks on Red Line.
- She recounts a story in the second season: when she was young, the power at her house went out during a storm, and she entertained Leon and Dimitri by telling spooky stories. When the power came back on, Nica's response was to rip out the fuses.
- Green-Eyed Monster: Harbors a great deal of resentment against Dimitri for solving the mysteries behind D.B. Cooper and the missing Mayor of Red Line, while not being there for her when Leon died.
- Adventurer Archaeologist: Fancies himself one, chasing after Stock Unsolved Mysteries.
- Leeroy Jenkins: Dimitri has a tendency to dive headlong into anything, consequences be damned.
- Trapped by Mountain Lions: For almost the entirety of the first season, Dimitri's adventures are held in complete isolation from the rest of the plot. Much of his involvement in the second season is tidying up the loose threads and dealing with the ramifications of his absence.
Red Line
- Bad Boss: At least in Dipshit's eyes.
- Knight in Sour Armor
- Mama Bear: Is one to Isaiah, her nephew. So much so that, when he's framed for a crime, she stages a boycott on the Redline until he's free.
Third Sight Media
The workers at Third Sight Media, an astrology magazine dedicated to predicting the future.Leon's former roommate. After his death, Michael takes the job offer that Leon received to work at Third Sight.
- Audience Surrogate: The most average of the viewpoint characters, Michael in the first season serves as a lens both into Third Sight and the dynamic between the Stamatis siblings.
- Damsel in Distress: A male version of this after Oliver traps him in the abandoned publishing house, with no way to escape. He passes the time playing solitaire.
- Survival Mantra: "8, 11, 5, 4, 9, 1, 7, 6, 10, 3, 12, 2." It's the order in which numbers were engraved on watch faces at the factory where Leon's funeral service was held, which was where Michael was inspired to quit drinking. Reciting the numbers helps him stay calm. The numbers' presence in the Klingon cipher peppered across Red Line's pneumatic tubes tips Louisa off to Michael's involvement.
- The Teetotaler: Becomes this after Leon's funeral, before which he was The Alcoholic.
- Granola Girl: A genderswapped variant, taken to parody. Dipshit is militantly vegan, lives in a commune with five others like him (all of whom have equally-odd names), and is generally insufferable and unsympathetic to those around him. It's mostly Played for Laughs.
- Took a Level in Jerkass: According to Tyrell, Thirdsight brought out the worst in him and made him utterly insufferable.
Third Sight's passive, calm, and put-upon HR rep.
- Meaningful Name: Averted. He admits that one meaning - "He who rules through thunder" - is completely inapplicable to him.
- The Woobie: Working at Third Sight Media did not do him any favors - he was relentlessly abused by Dipshit Poletti, and left extraordinarily depressed.
The mysterious owner of Third Sight Media. Communicates with his employees through pneumatic tubes.
- Big Bad
- Trademark Favorite Food: Tuna fish sandwiches with celery.
Other Characters
- Sir Swears-a-Lot: Easily the most foul-mouthed character in the podcast.
- Framing Device: His interviews with random Boston residents form a Cold Intro to each episode.
- Intrepid Reporter
- Straight Gay: Displays no stereotypically gay traits, and his wedding is a plot point of the first season.
- The Bad Guy Wins: Wins the mayoral election versus Isabel Powell in the second mid-season finale.
- Bread and Circuses: One of her major campaign promises is to bring the Hartford Yard Goats to Red Line.
- Hate Sink: Nothing about Emily's character is designed to be likable. She treats Nica and Louisa like dirt, and is only involved in the mayoral race to garner power and wealth for herself.
- Gadgeteer Genius: Very good with robotics and animatronics.
A shady corporation looking to invest in Red Line for unknown reasons, using Oliver to advance their ends. We've seen two representatives so far: Manager and Lawyer. And yes, those are their names.
- Corrupt Corporate Executive: Their only focus is to make Red Line more "profitable," to the point where they want its citizens to pay to live in their homes.