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PODCAST

Trying Our Quest: A D&D Improv Comedy Actual-Play Podcast

Trying Our Quest

An actual-play D&D comedy podcast hosted by some of New York’s most on-this-podcast improvisers and comedians. Join us as we make each other giggle and tell fun fantasy stories!

comedy improv

All Episodes

82:05

Ep 27: The Box of Many Things (Peril in Plutopolis)

Trying Our Quest: A D&D Improv Comedy Actual-Play... ·

2026/04/08

The crew faces the astral plague head on. Janus never felt better, Patch gets his wish, Lucy blows up, and Rex gets closer to nature. Episode credits: Editing by Chloe O’Donnell / @chlo.donnell Theme song by Tony Brophy / @anthonybroph Cover art by Caroline Petroff / @hellofafever Additional music by Chloe O'Donnell / @chlo.donnell and Shane Jordan / @sjordanx2 Cast: Chloe O’Donnell / @chlo.donnell Matt Morin / @moremorin Sara Katrenich @sara_katrenich Shane Jordan / @sjordanx2 Spenser...

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87:22

Ep 26: There House (Peril in Plutopolis)

Trying Our Quest: A D&D Improv Comedy Actual-Play... ·

2026/04/01

The party meets Janus's sister and investigates the mysterious plague. Lucy gets cozy, Rex cleans up, Patch blinds with his new ball peen, and Janus goes dark. Episode credits: Editing by Chloe O’Donnell / @chlo.donnell Theme song by Tony Brophy / @anthonybroph Cover art by Caroline Petroff / @hellofafever Additional music by Chloe O'Donnell / @chlo.donnell and Shane Jordan / @sjordanx2 Cast: Chloe O’Donnell / @chlo.donnell Matt Morin / @moremorin Sara Katrenich @sara_katrenich Shane J...

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81:47

Ep 25: Plaguetopolis (Peril in Plutopolis)

Trying Our Quest: A D&D Improv Comedy Actual-Play... ·

2026/03/25

The party surveys the scene in Janus’s hometown of Plutopolis. Janus is totally doing fine, Lucy experiences totally rational fears, Rex shares everyone’s secrets, and Patch phones home. Episode credits: Editing by Chloe O’Donnell / @chlo.donnell Theme song by Tony Brophy / @anthonybroph Cover art by Caroline Petroff / @hellofafever Additional music by Chloe O'Donnell / @chlo.donnell and Shane Jordan / @sjordanx2 Cast: Chloe O’Donnell / @chlo.donnell Matt Morin / @moremorin Sara Katrenich @s...

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100:15

Ep 24: Which Wolf? (Theatrical Winterlude)

Trying Our Quest: A D&D Improv Comedy Actual-Play... ·

2026/03/18

The party lines up their case against the guilty party in the murder at the Olive Guard Inn. Patch snaps, Janus has a gentlemanly duel, Rex fails an assignment, and Lucy has a friend. Episode credits: Editing by Chloe O’Donnell / @chlo.donnell Theme song by Tony Brophy / @anthonybroph Cover art by Caroline Petroff / @hellofafever Additional music by Chloe O'Donnell / @chlo.donnell and Shane Jordan / @sjordanx2 Cast: Chloe O’Donnell / @chlo.donnell Matt Morin / @moremorin Sara Katrenich @sara...

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130:22

Ep 23: Murder at the Olive Guard Inn (Theatrical...

Trying Our Quest: A D&D Improv Comedy Actual-Play... ·

2026/03/11

The party investigates a murder. Rex plays it rich, Lucy knows about wolves, Janus makes a friend, and Patch throws himself into his work. Episode credits: Editing by Chloe O’Donnell / @chlo.donnell Theme song by Tony Brophy / @anthonybroph Cover art by Caroline Petroff / @hellofafever Additional music by Chloe O'Donnell / @chlo.donnell and Shane Jordan / @sjordanx2 Cast: Chloe O’Donnell / @chlo.donnell Matt Morin / @moremorin Sara Katrenich @sara_katrenich Shane Jordan / @sjordan...

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101:01

Ep 22: No Business Like Snow Business (Theatrical...

Trying Our Quest: A D&D Improv Comedy Actual-Play... ·

2026/03/04

The crew sets out on their journey to Plutopolis - first, making a pit stop at the Olive Guard Inn. Lucy shoulders a burden, Rex shows off what he’s packing, Janus finds out where to go, and Patch lets out a naughty little secret. Episode credits: Editing by Chloe O’Donnell / @chlo.donnell Theme song by Tony Brophy / @anthonybroph Cover art by Caroline Petroff / @hellofafever Additional music by Chloe O'Donnell / @chlo.donnell and Shane Jordan / @sjordanx2 Cast: Chloe O’Donnell / @chlo.don...

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73:57

The Elspars: Aryax Awards

Trying Our Quest: A D&D Improv Comedy Actual-Play... ·

2026/02/25

Spenser, Chloe, Sara, Matt, and Shane reflect on the “Legends of the Labyrinth” arc with a superlative show! Episode credits: Editing by Chloe O’Donnell / @chlo.donnell Theme song by Tony Brophy / @anthonybroph Cover art by Caroline Petroff / @hellofafever Additional music by Chloe O'Donnell / @chlo.donnell and Shane Jordan / @sjordanx2 Cast: Chloe O’Donnell / @chlo.donnell Matt Morin / @moremorin Sara Katrenich @sara_katrenich Shane Jordan / @sjordanx2 Spenser Willden / @spenserwillde...

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108:46

Ep 21: Daughter of Fate (Legends of the Labyrinth)

Trying Our Quest: A D&D Improv Comedy Actual-Play... ·

2026/02/18

The party ties up their Aryaxi loose ends. Rex gets oiled up, Lucy hates on fate, Janus has a re-meet cute, and Kalideyus better have Patch's money. Episode credits: Editing by Chloe O’Donnell / @chlo.donnell Theme song by Tony Brophy / @anthonybroph Cover art by Caroline Petroff / @hellofafever Additional music by Chloe O'Donnell / @chlo.donnell and Shane Jordan / @sjordanx2 Cast: Chloe O’Donnell / @chlo.donnell Matt Morin / @moremorin Sara Katrenich @sara_katrenich Shane Jordan / @sjo...

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35:07

TOQ-Back: Ep 20 (Patreon Preview)

Trying Our Quest: A D&D Improv Comedy Actual-Play... ·

2026/02/14

Our first TOQ-Back! Little sample of our new after-show that you can find on our Patreon! Episode credits: Editing by Chloe O’Donnell / @chlo.donnell Theme song by Tony Brophy / @anthonybroph Cover art by Caroline Petroff / @hellofafever Additional music by Chloe O'Donnell / @chlo.donnell and Shane Jordan / @sjordanx2 Cast: Chloe O’Donnell / @chlo.donnell Matt Morin / @moremorin Sara Katrenich @sara_katrenich Shane Jordan / @sjordanx2 Spenser Willden / @spenserwillden Like th...

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94:36

Ep 20: Horns of Bogus (Legends of the Labyrinth)

Trying Our Quest: A D&D Improv Comedy Actual-Play... ·

2026/02/11

The party returns to the surface, only to find things not so pleasant in the big city. Janus practices his side-eye, Patch gives a massage, Lucy breaks the Geneva Conventions, and Rex has a long-awaited reunion (with C. Lee Boof, obviously). Episode credits: Editing by Chloe O’Donnell / @chlo.donnell Theme song by Tony Brophy / @anthonybroph Cover art by Caroline Petroff / @hellofafever Additional music by Chloe O'Donnell / @chlo.donnell and Shane Jordan / @sjordanx2 Cast: Chloe O’Donnell ...

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92:05

Ep 19: Vault Assault (Legends of the Labyrinth)

Trying Our Quest: A D&D Improv Comedy Actual-Play... ·

2026/02/04

The gang faces off with Silas for the Warden’s Key. Lucy does a science project, Janus trust falls, Patch desperately loots, and Rex does a 23 and Me Episode credits: Editing by Chloe O’Donnell / @chlo.donnell Theme song by Tony Brophy / @anthonybroph Cover art by Caroline Petroff / @hellofafever Additional music by Chloe O'Donnell / @chlo.donnell and Shane Jordan / @sjordanx2 Cast: Chloe O’Donnell / @chlo.donnell Matt Morin / @moremorin Sara Katrenich @sara_katrenich Shane Jordan / @sj...

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100:27

Ep 18: The Sphinx and the Jinx (Legends of the...

Trying Our Quest: A D&D Improv Comedy Actual-Play... ·

2026/01/28

The party enters the Alabaster Bank to save the kidnapped Torin Alabaster. Janus limbers up, Lucy makes a hole in one, Rex has some bad luck, and Patch shows off his magic peen. Episode credits: Editing by Chloe O’Donnell / @chlo.donnell Theme song by Tony Brophy / @anthonybroph Cover art by Caroline Petroff / @hellofafever Additional music by Chloe O'Donnell / @chlo.donnell and Shane Jordan / @sjordanx2 Cast: Chloe O’Donnell / @chlo.donnell Matt Morin / @moremorin Sara Katrenich @sara_k...

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88:59

Ep 17: Silas of the Lambs (Legends of the Labyrinth)

Trying Our Quest: A D&D Improv Comedy Actual-Play... ·

2026/01/21

The party attempts to protect the young Torin Alabaster from dreaded kidnappers. Patch makes a hard sacrifice, Janus gets closer with Histos, Rex levels up on underwater doors, and Lucy takes the dodge (hard conversations) action. Episode credits: Editing by Chloe O’Donnell / @chlo.donnell Theme song by Tony Brophy / @anthonybroph Cover art by Caroline Petroff / @hellofafever Additional music by Chloe O'Donnell / @chlo.donnell and Shane Jordan / @sjordanx2 Cast: Chloe O’Donnel...

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80:52

Ep 16: Brawl in the Family (Legends of the Labyrinth)

Trying Our Quest: A D&D Improv Comedy Actual-Play... ·

2026/01/14

The party, surrounded by enemies, endeavors to survive a vicious combat and escape from the labyrinth's bloodthirsty inhabitants. Rex casts a spell, Patch buries the hatchet, Lucy's magic grows wild, and Janus goes full cruise missile. Episode credits: Editing by Chloe O’Donnell / @chlo.donnell Theme song by Tony Brophy / @anthonybroph Cover art by Caroline Petroff / @hellofafever Additional music by Chloe O'Donnell / @chlo.donnell and Shane Jordan / @sjordanx2 Cast: Chloe O’Donnell / @chl...

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114:04

Ep 15: Enter the Labyrinth (Legends of the Labyrinth)

Trying Our Quest: A D&D Improv Comedy Actual-Play... ·

2026/01/07

The party enters the Aryaxi Labyrinth, where they seek to find Patch's fugitive sister before it's too late. Janus smacks a hand, Rex does some babysitting, Patch meets his sister’s friends, and Lucy phones home. Episode credits: Editing by Chloe O’Donnell / @chlo.donnell Theme song by Tony Brophy / @anthonybroph Cover art by Caroline Petroff / @hellofafever Additional music by Chloe O'Donnell / @chlo.donnell and Shane Jordan / @sjordanx2 Cast: Chloe O’Donnell / @chlo.donnell Matt Morin /...

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135:43

Trying Our One-Shot: Winter Rollstice

Trying Our Quest: A D&D Improv Comedy Actual-Play... ·

2025/12/31

Join the Throbblebottom family for a winter romp through the holiday courts of the Feywild! The cruel Lady Alyosha, the pragmatic Generosity, the lusty Smarla, and the bookish Knell: they are perhaps hopeless in finding suitors to improve their lowly house's standing, but the holidays are a magical time, and at the mystical Aurora Ball, anything is possible. Chamber music courtesy of https://www.classicals.de Harpsichord cover of title song courtesy of Kate Morin and Skip Mo...

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90:06

Ep 14: Honored Guests (Legends of the Labyrinth)

Trying Our Quest: A D&D Improv Comedy Actual-Play... ·

2025/12/17

The party is invited to a dinner at the castle. Rex hits the head, Lucy sees stars, Janus falls in love, and Patch gets his bag. Episode credits: Editing by Chloe O’Donnell / @chlo.donnell Theme song by Tony Brophy / @anthonybroph Cover art by Caroline Petroff / @hellofafever Additional music by Chloe O'Donnell / @chlo.donnell and Shane Jordan / @sjordanx2 Cast: DM: Spenser Willden / @spenserwillden Janus Appollon: Shane Jordan / @sjordanx2 Lucenae Knot: Sara Katrenich @sara_katreni...

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95:34

Ep 13: Unity Day Festival (Legends of the Labyrinth)

Trying Our Quest: A D&D Improv Comedy Actual-Play... ·

2025/12/10

The party searches for information about the Unbound in Aryax. Rex makes a trade, Patch leaves a voicemail, Janus bops-it, and Lucy gets inspired. Episode credits: Editing by Chloe O’Donnell / @chlo.donnell Theme song by Tony Brophy / @anthonybroph Cover art by Caroline Petroff / @hellofafever on IG Additional music by Chloe O'Donnell / @chlo.donnell and Shane Jordan @sjordanx2 Cast: DM: Spenser Willden / @spenserwillden Janus Appollon: Shane Jordan / @sjordanx2 Lucenae Knot: Sara K...

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87:13

Ep 12: Patch’s New Hat (Legends of the Labyrinth)

Trying Our Quest: A D&D Improv Comedy Actual-Play... ·

2025/12/03

The party arrives in the big city. Lucy socks a rich kid, Janus gets Histos a toy, Rex has an extremely bad trip, and Patch has a surprise reunion. Episode credits: Editing by Chloe O’Donnell / @chlo.donnell Theme song by Tony Brophy / @anthonybroph Cover art by Caroline Petroff / @hellofafever on IG Additional music by Chloe O'Donnell / @chlo.donnell and Shane Jordan @sjordanx2 Cast: DM: Spenser Willden / @spenserwillden Janus Appollon: Shane Jordan / @sjordanx2 Lucenae Knot: Sara Katren...

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110:11

Ep 11: Eyes Wide Shut (Theatrical Interlude)

Trying Our Quest: A D&D Improv Comedy Actual-Play... ·

2025/11/26

The gang faces the Medusa and her tragic chorus. Patch gets the bug, Lucy goes Doc Oc, Janus juggles knives, and Rex contemplates a preemptive dog strike. Episode credits: Editing by Chloe O’Donnell / @chlo.donnell Theme song by Tony Brophy / @anthonybroph Cover art by Caroline Petroff / @hellofafever on IG Additional music by Chloe O'Donnell / @chlo.donnell and Shane Jordan @sjordanx2 Cast: DM: Spenser Willden / @spenserwillden Janus Appollon: Shane Jordan / @sjordanx2 Lucenae Knot: Sara...

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32 results

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