Crooks and Nannies

Crooks and Nannies

22 episodes listed below

Listen to the show on

Chicago improv people, one tangent at a time.

The gist

Crooks and Nannies gathers Chicago improv people in Wrigleyville for casual conversations that wander until the good details surface. The show moves from Second City classes and high school memories to Mexico bus rides, karaoke recordings, car trouble, sports loyalties, and Twilight lore.

PRESS PLAY

Find your next episode

All episodes

About Crooks and Nannies

Crooks and Nannies is a casual Chicago improv conversation show recorded around the Wrigleyville orbit. Its center is not a headline guest or a cleanly packaged topic. It is the pleasure of hearing a group of comedy people remember things together. Episodes often begin with a simple prompt, then make room for whatever the answer needs: high school confidence, Second City class origins, a Mexico wedding trip, a confusing bus movie, a crockpot smell, a karaoke party, a parking map, or a Cubs-adjacent joke that somehow becomes the way in. The show is warm without getting glossy. It lets the panel sound like people who know each other well but still want the full version of the story. That means the important part may be an ATM, a calendar, a birthday game night, a pair of socks turned into Avril Lavigne sleeves, or a careful explanation of why Twilight vampires look better after they turn. The pace is patient. The humor is conversational rather than punchline-chasing. When the show talks about improv, it does so from the inside: classes, scenes, group formation, calendars, awkward first moves in a new city, and the strange social machinery that turns classmates into a group. When it leaves improv, it still carries that same yes-and reflex into travel, sports, food, cars, pop culture, and teenage identity. Crooks and Nannies works best as a hangout comedy show for listeners who like specificity, friendly teasing, and stories that become funnier because nobody hurries them into shape.

Made for: For listeners who like relaxed comedy conversations, Chicago improv culture, group storytelling, and digressions that reward patience with oddly perfect details.

What sets it apart: Crooks and Nannies stands out by treating small social details as the main event. Instead of forcing every conversation into a premise, it follows the table wherever memory, pop culture, and improv-class history lead.

In their own words

Informal interviews with the characters behind Chicago's underground improv comedy scene

As heard by us

Based on 5 episodes we listened to · September 2026

Crooks and Nannies turns shared history, patient questions and friendly corrections into warm comedy with an instinct for the telling detail.

Crooks and Nannies makes comedy from friends explaining themselves to one another. The studio lineup shifts, but the method stays recognizable: one person brings the subject and the room supplies questions, corrections, side stories and small jokes.

Read our full review in PlayNext →

Why you'd press play

A Boy Scout earned zero ranks; if that makes you grin, there's a chair for you here.

Press play if you want

  • to hear how Second City classes brought a group of improv friends together
  • to have Twilight devotees explain vampire high school to someone who barely knows the characters
Read the full recommendation in PlayNext →
Chicago improv classesSecond City originsWrigleyville studio conversationshigh school memoriestravel storieskaraoke and pop songsChicago sports talkTwilight and pop culture

Talks about

Best episodes of Crooks and Nannies

Short reviews from the PlayNext desk, based on the episodes we processed.

All MezcalApr 7, 2026

A loose travel story that stays strongest on its smallest, funniest details.

Crooks and Nannies turns a wedding trip to Mexico City and Oaxaca into an easy, detail-rich hangout. Vaughn and Aaron keep circling back to the bus ride, the scenery, and the small confusions that give the story its shape, while the big bus seats, Spanish-language movies, mezcal…

High School Muse and MullMar 10, 2026

A high-school confessional that keeps turning ordinary details into the joke.

High school gets framed as a shared memory test, and the appeal is watching each person answer with complete seriousness before knocking the moment down a peg.

Apples and OriginsFeb 24, 2026

A loose origin story about how an improv group found its footing and learned to keep it organized.

Crooks and Nannies follows how three people came together through the Second City Improv Program and what each found in signing up for classes.

Twi HardFeb 10, 2026

A Twilight recap that gets useful when the details turn weird.

Crooks and Nannies treats its Twilight chat as a patient, lightly teasing look at the first book. It moves through Bella's arrival at Forks High, the Cullens' too-beautiful family aura, the dog man, and the question of how a human and a vampire could make a relationship work.

Erin's Okra YieldSep 2, 2025

A food-heavy Chicago hangout moves into karaoke and Wrigley stories with easy charm.

Crooks and Nannies settles into an easy Chicago hangout, with Erin Mathurne keeping the conversation moving from corned beef crockpotting and a leaked gazpacho bag to Italian beef at a Christmas party, soups, roasts, and the practical reach of a crockpot.

Podcasts like Crooks and Nannies

Episodes

  1. 1

    Homes and Gardens

    Jun 13, 2026·41m
  2. 2

    All Mezcal

    Vaughn and Aaron are back from Mexico.

    Apr 7, 2026·43m·2 clips
  3. 3

    High School Muse and Mull

    High school gets the table treatment.

    Mar 10, 2026·31m·2 clips
  4. 4

    Apples and Origins

    Pam gets the first shout-out.

    Feb 24, 2026·27m·1 clip
  5. 5

    Twi Hard

    Hidden gem

    The conversation starts with a Twilight familiarity check at Wrigleyville Studios.

    Feb 10, 2026·31m·2 clips
  6. 6

    Car Trouble

    The hosts of a comedy podcast introduce themselves and set up a segment about car troubles, starting with Kirsten's story.

    Jan 13, 2026·59m
  7. 7

    Obsession by Crooks and Nannies

    Dec 8, 2025·36m
  8. 8

    Thank U, Necks

    Nov 25, 2025·59m
  9. 9

    Snow Day

    Nov 12, 2025·45m
  10. 10

    Sarah's Wedding

    Oct 24, 2025·45m
  11. 11

    Scar Tissue

    Oct 7, 2025·35m
  12. 12

    Beer Me

    Sep 16, 2025·43m
  13. 13

    Erin's Okra Yield

    Hidden gem

    Erin Mathurne stops by the Wrigleyville studios on Labor Day weekend.

    Sep 2, 2025·27m·2 clips
  14. 14

    Growing Pains

    Aug 12, 2025·35m
  15. 15

    Libra Risings

    Jul 29, 2025·42m
  16. 16

    Brendan's Lobe Life

    Jul 15, 2025·34m
  17. 17

    Dan's Beard Maintenance

    Jul 1, 2025·23m
  18. 18

    Sarah's Sun Line

    May 27, 2025·24m
  19. 19

    Elise's Game Night

    Elise Krobe visits for a casual chat about a new pope from Chicago, a pun, and a basketball injury.

    May 13, 2025·30m
  20. 20

    Bryna's Wicked Good Advice

    Brenna Coyle discusses her Chicago sports fandom, including her primary allegiance to the White Sox and her love for hockey and soccer.

    Apr 29, 2025·31m
  21. 21

    Kirsten's Happy Place

    Kirsten Fuchs discusses her last name's pronunciation, her Midwestern roots, and her experience working at Disney World's Jungle Cruise.

    Apr 16, 2025·26m
  22. 22

    Vaughan's Career Tournoi

    Vaughn discusses his eight-month job hunt after leaving a remote job due to burnout, with light banter about driving and road rage.

    Mar 31, 2025·32m