Grumpy Dungeon Masters

150 episodes listed below

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Cranky table talk for game masters.

The gist

Grumpy Dungeon Masters gathers Jay, Christopher, Christian, and Dan for loose, argumentative talk about tabletop role-playing games. The show swings from Ravenloft and D&D road maps to Gary Con recaps, Pirate Borg, Shadow Dark, video game dungeons, and the recurring chaos of Craig.

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About Grumpy Dungeon Masters

Grumpy Dungeon Masters is tabletop RPG talk from a group that sounds more like a regular gaming table than a produced advice desk. The show is messy on purpose. Jay, Christopher, Christian, and Dan open with jokes, complaints, corrections, and ritualized frustration before turning toward D&D, conventions, old editions, new books, and the craft of running games. Recent episodes circle Ravenloft, Castle Whiterock, Gary Con 2026, Pirate Borg, Shadow Dark, Blackrazor, the Tarrasque, and the Dungeons & Dragons road map for 2026. The conversations are full of table-level detail. They compare splat books, complain about repeated rules updates, praise adventures that put monster stats where a game master needs them, and debate whether a fast, deadly system works better for one-shots or campaigns. The show is also very comfortable being ridiculous. Craig functions as a recurring target in the intros, Dan's bits get teased, Christian handles the platform reminders, and Christopher's Waterdeep campaign is repeatedly trailed like an ominous event. Matt Mercer top-ten jokes become a recurring ritual of their own. The humor is dry, blunt, and group-chat familiar, but the gaming knowledge underneath is real. Convention episodes bring in reports from Gary Con, Free RPG Day talk, sold-out seats, playtests, and the appeal of fast-learning OSR-style games. Guest conversations broaden the frame with creators discussing volumes, bootleg modules, Pirate Borg, Dark Space, and games built for easy convention play. When the show talks about design, it tends to value usability: quick characters, clean layouts, strong maps, and adventures that can actually be run at the table. When it talks about D&D, it has the memory of people who remember older editions and are not easily impressed by repackaged material. The pacing can wander. That is part of the format. Grumpy Dungeon Masters works best for listeners who enjoy hearing experienced players argue, joke, and compare notes while still caring deeply about how games feel in play.

Made for: Best for tabletop RPG players and game masters who already know D&D culture, convention play, third-party systems, and the pain of managing chaotic parties. It especially suits listeners who like rules talk with banter rather than polished instruction.

What sets it apart: The show pairs detailed tabletop criticism with the rhythm of an actual friend group. It is less a clean advice column than a running campaign-side conversation about what works, what fails, and what gets funny after too many sessions.

In their own words

Four guys who have run too many games of Dungeons and Dragons. Here we gripe about foolish players, horrible mechanics, and bad dice rolls. As well as, worldbuilding, rules, and how to deal with the party splitting up for the third time this session.

Why you'd press play

Four DMs turn rulebook gripes into table talk that makes your campaign notes feel dangerously editable.

Press play if you want

  • your rules criticism served with enough friendly heckling to keep the rulebooks from feeling like homework
  • practical inspiration from game jams, isometric dungeon maps, and adventures built under tight creative constraints
Read the full recommendation in PlayNext →
Dungeons & Dragons books and updatesRavenloft and Castle WhiterockGary Con recapsPirate Borg and Shadow DarkOSR-style convention gamesvideo game dungeon designMatt Mercer top ten bitsChristopher's Waterdeep campaign

Talks about

Podcasts like Grumpy Dungeon Masters

Episodes

  1. 1

    Episode 250 – How To Use Cursed Magic Items In Dungeons & Dragons

    ·1h 5m
  2. 2

    Grumpy Guests – Dungeon Damsel & Xane Daniel

    ·1h 30m
  3. 3

    Episode 275 – Gary Con 2026 Recap

    ·1h 39m
  4. 4

    Episode 274 – Blackrazor, The Tarrasque, And Dungeons & Dragons Is Hard

    ·1h 7m
  5. 5

    Episode 273 – Dungeons & Dragons Road Map For 2026

    ·1h 19m
  6. 6

    Grumpy Guest – Ahmed Suffety

    ·1h 10m
  7. 7

    Episode 272 – Ecology Of The Kobold In Dungeons And Dragons

    ·1h 15m
  8. 8

    Episode 271 – Dan’s Dragon Deep Dive 4 And Video Game Dungeons

    ·1h 38m
  9. 9

    Episode 230 – The Crocaroach Invades Dungeons & Dragons

    ·1h 23m
  10. 10

    Episode 229 – Jeremy Crawford Leaves Hasbro

    ·1h 21m
  11. 11

    Episode 228 – Christopher Meets Ed Greenwood

    ·1h 18m
  12. 12

    Episode 227 – Gary Con Vs Hasbro

    ·1h 17m
  13. 13

    Grumpy Guest – Orthane Productions Dave Hadden

    ·1h 8m
  14. 14

    Episode 226 – Eve Of Vecna Wins Again

    ·1h 14m
  15. 15

    Episode 225 – Caverns Of Thracia By Goodman Games

    ·58m
  16. 16

    Episode 215 – End Of The Year Review

    ·1h 17m
  17. 17

    Grumpy Guest – Storytellers Forge: Rick Heinz & Erik Frankhouse

    ·1h 16m
  18. 18

    Episode 270 – Another Matt Mercer Top 10 List or Something Like That

    ·1h 9m
  19. 19

    Episode 269 – It’s Just Another Dungeons & Dragons Unearthed Arcana

    ·1h 22m
  20. 20

    Episode 268 – Black Bears & Scarabs: A Roleplaying Story

    ·1h 8m
  21. 21

    Episode 267 – Dungeons & Dragons 5E and System Conversions

    ·1h
  22. 22

    Episode 266 – Stranger Things, Action Economy, and You!

    ·1h 27m
  23. 23

    Episode 265 – Year In Review: Best RPG Products 2025

    ·1h 15m
  24. 24

    Episode 264 – Happy Shadowdark Darkest Day!!

    ·1h 21m
  25. 25

    Episode 263 – Nimble: The New Dungeons & Dragons!

    ·1h 20m
  26. 26

    Episode 262 – Is Eberron Forge of the Artificer Any Good?

    ·1h 7m
  27. 27

    Episode 261 – Shadowdark: Cursed Scroll 6

    ·1h 20m
  28. 28

    Episode 260 – Dungeons & Dragons: The Pale Night And The Lady Of Pain

    ·1h 16m
  29. 29

    Episode 259 – Astarion’s Lost Book of Maybe We Will See It Someday

    ·1h 19m
  30. 30

    Episode 258 – Adventures in Faerun And Ooze’s Love Lightning

    ·1h 31m
  31. 31

    Episode 256 – Dungeons & Dragons Stories, Lug Con, & Cat Snores

    ·1h 6m
  32. 32

    Episode 255 – Mail Call For Dungeons & Dragons

    ·1h 10m
  33. 33

    Episode 254 – The Worst Dungeons & Dragons Modules Of All Time

    ·1h 23m
  34. 34

    Episode 253 – Crooked Moon May Be The Best Version Of Dungeons & Dragons 5E

    ·1h 14m
  35. 35

    Episode 252 – The Best Mega Dungeons Of All Time

    ·1h 29m
  36. 36

    Episode 251 – A Look At The Dungeons & Dragons 5.5 Starter Set

    ·1h 10m
  37. 37

    Episode 275 – Gary Con 2026 Recap Part Deux

    ·1h 15m
  38. 38

    Episode 249 – Dragons Deep Dive Part 3

    ·1h 24m
  39. 39

    Episode 248 – No Dungeons Or Dragons Here Today

    ·1h 4m
  40. 40

    Episode 247 – Dark Sun Is Back On The Menu Boys!

    ·1h 14m
  41. 41

    Episode 246 – Every Dungeons & Dragons Video Game Ever

    ·1h 19m
  42. 42

    Episode 245 – Rime Of The Frostmaiden Finished

    ·1h 27m
  43. 43

    Episode 244 – Forgotten Realms Announced

    ·1h 2m
  44. 44

    Episode 243 – Dragons Deep Dive Part 2

    ·1h 48m
  45. 45

    Episode 242 – Daggerheart The D&D Slayer

    ·1h 32m
  46. 46

    Episode 241 – Dungeons & Dragons or D&D BX

    ·1h 3m
  47. 47

    Episode 240 – Dragonbane The Roleplaying Game

    ·1h 14m
  48. 48

    Episode 239 – Dungeons & Dragons Is Just A Combat Simulator

    ·1h 23m
  49. 49

    Grumpy Guest – Heidi & Erik Gygax Garland

    ·1h 18m
  50. 50

    Episode 238 – Free RPG Day Is Upon Us

    ·1h 21m
  51. 51

    Episode 237 – You Got Your Psionics In My Dungeons & Dragons

    ·1h 11m
  52. 52

    Episode 236 – The Caverns of Thracia By Goodman Games

    ·1h 13m
  53. 53

    Episode 235 – Index Card RPG

    ·1h 8m
  54. 54

    Episode 234 – Dungeons & Dragons Unearthed Arcana Horror Part 2

    ·1h 24m
  55. 55

    Episode 233 – Horror Unearthed Arcana 2025

    ·1h 28m
  56. 56

    Episode 232 – Christopher’s Dungeons and Dragons Haul Number 2: Electric Boogaloo

    ·1h 22m
  57. 57

    Episode 224 – Dungeons & Dragons Sigil Releases To No Fanfare

    ·1h 15m
  58. 58

    Episode 223 – Gary Con Pre-Prequal And Solasta 2

    ·1h 22m
  59. 59

    Episode 222 – Zines, Clockworkless Horror, And A Room Of Undead

    ·59m
  60. 60

    Episode 220 – Unearthed Arcana 2025 Part 2 And The Superb Owlbear

    ·1h 34m
  61. 61

    Episode 220 – Unearthed Arcana 2025 Part 1

    ·1h 10m
  62. 62

    Episode 219 – A Peek At The 80’s Adventures Sub-Class And Magic Items

    ·1h 11m
  63. 63

    Episode 218 – Exploring the Dark World of Monstrosities and Undead

    ·1h 14m
  64. 64

    Episode 217 – New Monsters: Same As The Old Monsters

    ·1h 22m
  65. 65

    Episode 216 – Beholders Are Birds

    ·1h 8m
  66. 66

    Episode 214 – Return Of The Bandit

    ·1h 11m
  67. 67

    Episode 213 – Maria Carey Christmas

    ·1h 4m
  68. 68

    Episode 212 – Flail Around And Find Out

    ·1h 13m
  69. 69

    Episode 211 – Baldurs Gate 3 New Patch!

    ·1h 14m
  70. 70

    Episode 210 – The Turkeypocalypse Cometh

    ·1h 14m
  71. 71

    Episode 209 – Dungeon Masters Guide 2024 Round Three

    ·1h 13m
  72. 72

    Episode 208 – Dungeon Masters Guide 2024 Round Two

    ·1h 20m
  73. 73

    Episode 207 – Dungeon Masters Guide 2024

    ·1h 13m
  74. 74

    Episode 206 – Who Wants To Live Forever? Strahd Does. That’s Who.

    ·1h 33m
  75. 75

    Episode 205 – A Day In The Life Of A Mephit

    ·1h 11m
  76. 76

    Episode 204 – You Got Your Hex Grid In My Magic Items

    ·1h 25m
  77. 77

    Episode 203 – Joe Manganiello Stole My Bastion

    ·1h 11m
  78. 78

    Episode 202 – A Bullywug Croaked At Me

    ·1h 34m
  79. 79

    Episode 201 – Episode 201??

    ·1h 4m
  80. 80

    Episode 200 – Episode 200!!

    ·1h 17m
  81. 81

    Episode 199 – Shadowdark!

    ·1h 7m
  82. 82

    Episode 198 – D&D 2024 Broken Already!

    ·1h 4m
  83. 83

    Episode 197 – D&D 2024 Recap & Why Christopher Keeps Drowning Characters

    ·1h 10m
  84. 84

    Episode 196 – Dungeons & Dragons 2024 Sorceror, Bard, & Warlock

    ·1h 14m
  85. 85

    Episode 189 – A Valiant Effort

    ·1h 7m
  86. 86

    Episode 195 – Dungeons & Dragons 2024 Cleric, Druids, & Species

    ·1h 23m
  87. 87

    Grumpy Guest – Myzzrym of Tactical Adventures

    ·1h 18m
  88. 88

    Grumpy Guest – Jarrett Butler 80’s Adventures

    ·59m
  89. 89

    Episode 194 – Dungeons & Dragons 2024 Ranger and Monk

    ·1h 25m
  90. 90

    Episode 193 – Dungeons & Dragons 2024 Rogue, Wizard, and Spells

    ·1h 46m
  91. 91

    Episode 192 – Dungeons & Dragons 2024 Fighter, Paladin, and Barbarian

    ·1h 57m
  92. 92

    Grumpy Guest – Sly Flourish

    ·1h 27m
  93. 93

    Episode 191 – Dungeons & Dragons 2024 The Hype!

    ·1h 49m
  94. 94

    Episode 190 – Kobolds: Dogs Or Lizards?

    ·1h 1m
  95. 95

    Episode 188 – D&D 5.5 The Return of Vengar & Warduke

    ·1h 8m
  96. 96

    Episode 187 – 16 Rules For Dungeons & Dragons

    ·1h 11m
  97. 97

    Episode 186 – Vecna And The Eve Of Ruin

    ·1h 13m
  98. 98

    Episode 185 – Beyond D&D Homebrew

    ·1h 6m
  99. 99

    Episode 231 – Dungeons & Dragons 5.5 Errata Released

    The Grumpy Dungeon Masters discuss the release of D&D 5.5 errata and share their thoughts on WizKids.

    ·1h 27m
  100. 100

    Episode 257 – Strahd Must Die: Street Justice

    The Grumpy Dungeon Masters engage in a humorous debate about tea preparation before starting their D&D discussion.

    ·1h 23m
  101. 101

    Episode 277 – Ravenloft: The Horrors Within Castle Whiterock

    Hidden gem

    The Grumpy Dungeon Masters podcast episode features a humorous intro and discussion about their D&D campaigns and streaming schedule.

    Apr 14, 2026·1h 18m·2 clips
  102. 102

    Episode 275 – Gary Con 2026 Recap Part Deux

    Hidden gem

    The Grumpy Dungeon Masters recap their experiences at Gary Con 2026, discuss Matt Mercer's Top 10 list, and promote their social media and streaming schedules.

    Apr 7, 2026·1h 15m·2 clips
  103. 103

    Grumpy Guests – Dungeon Damsel & Xane Daniel

    The hosts of the Grumpy Dungeon Masters podcast introduce themselves and promote their D&D game and Twitch streams.

    Mar 31, 2026·1h 30m·2 clips
  104. 104

    Episode 275 – Gary Con 2026 Recap

    The Grumpy Dungeon Masters recap their experience at Gary Con 2026 and discuss upcoming content.

    Mar 24, 2026·1h 39m
  105. 105

    Episode 274 – Blackrazor, The Tarrasque, And Dungeons & Dragons Is Hard

    Mar 17, 2026·1h 7m
  106. 106

    Episode 273 – Dungeons & Dragons Road Map For 2026

    The hosts of the Grumpy Dungeon Masters podcast discuss a Dungeons & Dragons road map for 2026, with a humorous opening about celebrating and finding the podcast on social media.

    Mar 10, 2026·1h 19m
  107. 107

    Grumpy Guest – Ahmed Suffety

    Hidden gem

    Ahmed Sufadi and Jay Yamil built Tales from the Tape Deck for Sufati Games, and the system fits inside a cassette case with a QR-linked playlist.

    Mar 3, 2026·1h 10m·2 clips
  108. 108

    Episode 272 – Ecology Of The Kobold In Dungeons And Dragons

    Feb 24, 2026·1h 15m
  109. 109

    Episode 271 – Dan’s Dragon Deep Dive 4 And Video Game Dungeons

    Hidden gem

    Grumpy Dungeon Masters Episode 271 covers a Grit and Glory Kickstarter dispute in which advertising creators reportedly went unpaid after a campaign raised about $20,000 toward a $70,000 pledge target.

    Feb 17, 2026·1h 38m·5 clips
  110. 110

    Grumpy Guest – Storytellers Forge: Rick Heinz & Erik Frankhouse

    Feb 10, 2026·1h 16m
  111. 111

    Episode 270 – Another Matt Mercer Top 10 List or Something Like That

    Feb 3, 2026·1h 9m
  112. 112

    Episode 269 – It’s Just Another Dungeons & Dragons Unearthed Arcana

    Jan 27, 2026·1h 22m
  113. 113

    Episode 268 – Black Bears & Scarabs: A Roleplaying Story

    Jan 20, 2026·1h 8m
  114. 114

    Episode 267 – Dungeons & Dragons 5E and System Conversions

    Jan 13, 2026·1h
  115. 115

    Episode 266 – Stranger Things, Action Economy, and You!

    Jan 6, 2026·1h 27m
  116. 116

    Episode 265 – Year In Review: Best RPG Products 2025

    The Grumpy Dungeon Masters discuss their favorite RPG products of 2025 in a year-end review episode.

    Dec 30, 2025·1h 15m
  117. 117

    Episode 264 – Happy Shadowdark Darkest Day!!

    Dec 23, 2025·1h 21m
  118. 118

    Episode 263 – Nimble: The New Dungeons & Dragons!

    Dec 16, 2025·1h 20m
  119. 119

    Episode 262 – Is Eberron Forge of the Artificer Any Good?

    Dec 9, 2025·1h 7m
  120. 120

    Episode 261 – Shadowdark: Cursed Scroll 6

    Dec 2, 2025·1h 20m
  121. 121

    Episode 260 – Dungeons & Dragons: The Pale Night And The Lady Of Pain

    Nov 25, 2025·1h 16m
  122. 122

    Episode 259 – Astarion’s Lost Book of Maybe We Will See It Someday

    Nov 18, 2025·1h 19m
  123. 123

    Episode 258 – Adventures in Faerun And Ooze’s Love Lightning

    Nov 11, 2025·1h 31m
  124. 124

    Episode 257 – Strahd Must Die: Street Justice

    Nov 4, 2025·1h 23m
  125. 125

    Episode 256 – Dungeons & Dragons Stories, Lug Con, & Cat Snores

    Oct 28, 2025·1h 6m
  126. 126

    Episode 255 – Mail Call For Dungeons & Dragons

    Oct 21, 2025·1h 10m
  127. 127

    Episode 254 – The Worst Dungeons & Dragons Modules Of All Time

    Oct 14, 2025·1h 23m
  128. 128

    Episode 253 – Crooked Moon May Be The Best Version Of Dungeons & Dragons 5E

    Oct 7, 2025·1h 14m
  129. 129

    Episode 252 – The Best Mega Dungeons Of All Time

    Sep 30, 2025·1h 29m
  130. 130

    Episode 251 – A Look At The Dungeons & Dragons 5.5 Starter Set

    Sep 23, 2025·1h 10m
  131. 131

    Episode 250 – How To Use Cursed Magic Items In Dungeons & Dragons

    The Grumpy Dungeon Masters discuss how to use cursed magic items in Dungeons & Dragons.

    Sep 16, 2025·1h 5m
  132. 132

    Episode 249 – Dragons Deep Dive Part 3

    Sep 9, 2025·1h 24m
  133. 133

    Episode 248 – No Dungeons Or Dragons Here Today

    Sep 2, 2025·1h 4m
  134. 134

    Episode 247 – Dark Sun Is Back On The Menu Boys!

    Aug 26, 2025·1h 14m
  135. 135

    Episode 246 – Every Dungeons & Dragons Video Game Ever

    Aug 19, 2025·1h 19m
  136. 136

    Episode 245 – Rime Of The Frostmaiden Finished

    Aug 12, 2025·1h 27m
  137. 137

    Episode 244 – Forgotten Realms Announced

    Aug 5, 2025·1h 2m
  138. 138

    Episode 243 – Dragons Deep Dive Part 2

    Jul 29, 2025·1h 48m
  139. 139

    Episode 242 – Daggerheart The D&D Slayer

    Jul 22, 2025·1h 32m
  140. 140

    Episode 241 – Dungeons & Dragons or D&D BX

    Jul 15, 2025·1h 3m
  141. 141

    Episode 240 – Dragonbane The Roleplaying Game

    Jul 8, 2025·1h 14m
  142. 142

    Episode 239 – Dungeons & Dragons Is Just A Combat Simulator

    Jul 1, 2025·1h 23m
  143. 143

    Grumpy Guest – Heidi & Erik Gygax Garland

    Jun 24, 2025·1h 18m
  144. 144

    Episode 238 – Free RPG Day Is Upon Us

    Jun 17, 2025·1h 21m
  145. 145

    Episode 237 – You Got Your Psionics In My Dungeons & Dragons

    Jun 10, 2025·1h 11m
  146. 146

    Episode 236 – The Caverns of Thracia By Goodman Games

    Jun 3, 2025·1h 13m
  147. 147

    Episode 235 – Index Card RPG

    May 27, 2025·1h 8m
  148. 148

    Episode 234 – Dungeons & Dragons Unearthed Arcana Horror Part 2

    May 20, 2025·1h 24m
  149. 149

    Episode 233 – Horror Unearthed Arcana 2025

    May 13, 2025·1h 28m
  150. 150

    Episode 232 – Christopher’s Dungeons and Dragons Haul Number 2: Electric Boogaloo

    May 6, 2025·1h 22m