| 201. | Episode 110 – Get Healed With The Fishes | 1:02:52 | Show |
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| 202. | Episode 53- Time to Nerf Dungeons and Dragons | 1:02:48 | Show |
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| 203. | Episode 148 – What’s Good For the Goose Is Good For The Gandalf | 1:02:08 | |
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| 204. | Episode 147 – 10 Minutes to Closing | 1:01:53 | |
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| 205. | Episode 55 – Christophers First Edition Bound! | 1:01:35 | Show |
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| 206. | Episode 82 – Divinity Original Beer Panda | 1:01:29 | Show |
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| 207. | Episode 65 – In Strange Lands of Lounge Chairs and Kangaroo Pouches | 1:01:27 | Show |
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| 208. | The Ballad of Tre’vor | Grumpy Dungeon Master Podcast #16 | Dungeons & Dragons | 1:01:25 | Show |
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| 209. | Episode 16 – The Ballad of Tre’vor | 1:01:09 | Show |
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| 210. | Episode 39 – Hag! How Much You Lift Bro? | 1:01:09 | Show |
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| 211. | Episode 46 – It’s Trappin Time! | 1:01:07 | Show |
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| 212. | Episode 126 – Chat GPT is Taking Our Jorbs! | 1:00:54 | Show |
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| 213. | Episode 70 – Grumpy Year in Review | 1:00:50 | Show |
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| 214. | Episode 108 – DM Mike Rolls Into Battle! | 1:00:48 | Show |
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| 215. | Episode 190 – Kobolds: Dogs Or Lizards? | 1:00:40 | Discussion |
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| 216. | Episode 127 – Furniture Parkour and other advanced tactics for your next D&D game | 1:00:22 | Show |
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| 217. | Episode 112 – The Deck Of Stupid Magic Items | 1:00:18 | Show |
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| 218. | Episode 96 – Over the Orcus Bridge We Go | 1:00:16 | Show |
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| 219. | Episode 113 – Finding Your Focus | 59:55 | Show |
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| 220. | Episode 71 – How to Become a Dungeon Master | 59:55 | Show | Dungeon Master
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| 221. | Grumpy Guest – Bruce Burkart | 59:32 | |
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| 222. | Episode 131 – Jump the Bulette | 59:25 | Show |
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| 223. | Session 0 | Grumpy Dungeon Master Podcast #15 | Dungeons & Dragons | 59:12 | Show |
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| 224. | Episode 105 – The Further Adventures of Python Pliskin | 59:05 | Discussion |
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| 225. | Grumpy Guest – Jarrett Butler 80’s Adventures | 59:04 | |
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| 226. | Episode 129 – Presto And The Gangs Adventures In The Maze | 59:00 | |
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| 227. | Episode 15 – Session 0 | 58:50 | Show |
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| 228. | Episode 44 – The Wizarding World of Faerun | 58:31 | Show |
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| 229. | Episode 88 – Tangling With the Tarrasque | 58:21 | Show |
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| 230. | Cruel DM | Grumpy Dungeon Master Podcast #08 | Dungeons & Dragons | 58:07 | Show |
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| 231. | Episode 104 – A Giant Returns! | 58:06 | Show |
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| 232. | Episode 8 – Cruel DM | 57:56 | Show |
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| 233. | Tasha’s Cauldron of Whatever She Wants | Grumpy Dungeon Master Podcast #14 | Dungeons & Dragons | 57:54 | Show |
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| 234. | Episode 14 – Tasha’s Cauldron of Whatever She Wants | 57:50 | Show |
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| 235. | Episode 134 – I’ve Got 2 Weeks Until Retirement | 57:41 | Show |
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| 236. | Episode 180 – A New Employee Has Entered The Arena | 57:30 | |
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| 237. | Episode 93 – Forging For War | 57:27 | Show |
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| 238. | Episode 181 – Gongfarmers Anonymous | 57:19 | Discussion |
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| 239. | Episode 69 – Santa’s Been Naughty This Year | 57:10 | Show |
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| 240. | Grumpy Guest – Ashley Warren | 56:59 | |
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| 241. | Episode 34 – Christopher Fails a Con Save | 56:51 | Show |
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| 242. | Hob Town | Grumpy Dungeon Master Podcast #03 | Dungeons & Dragons | 56:49 | |
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| 243. | Episode 3 – HobTown | 56:49 | Show |
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| 244. | Episode 114 – There Be Dragons and Lances | 56:36 | Show |
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| 245. | Episode 48 – Were Did My Clothes Go? | 56:17 | Discussion |
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| 246. | You Got your Magic in my DnD | Grumpy Dungeon Master Podcast #17 | Dungeons & Dragons | 55:49 | Show |
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| 247. | Episode 33 – I Wanna Smell Like Brownies | 55:46 | Show |
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| 248. | Types of Players | Grumpy Dungeon Master Podcast #04 | Dungeons & Dragons | 55:34 | | Dungeons
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| 249. | Episode 4 – Types of Players | 55:34 | Show |
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| 250. | Grumpy Guide to Everything | Grumpy Dungeon Master Podcast #09 | Dungeons & Dragons | 55:30 | Guide |
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| 251. | Episode 47 – Guess WHO is Coming to Dinner? | 55:29 | Show |
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| 252. | Episode 17 – You Got your Magic in my DnD | 55:28 | Show |
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| 253. | Episode 139 – To Be Lethal Or Not To Be Lethal? | 55:24 | Show |
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| 254. | Episode 109 – Timmy the Tiefling: Patron of the Arts | 55:21 | Show |
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| 255. | Episode 135 – Jay Is Dead And Buried Under The Tree Out Back | 55:19 | Show |
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| 256. | Episode 9 – Grumpy Guide to Everything | 55:19 | Guide |
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| 257. | Surprise Acid Pit Workshops | Grumpy Dungeon Master Podcast #06 | Dungeons & Dragons | 55:10 | Show |
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| 258. | Episode 26 – Grumpy Perdictions | 55:09 | Show |
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| 259. | Episode 6 – Surprise Acid Pit Workshops | 55:08 | Show |
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| 260. | Episode 38 – To Crit or Not to Crit | 55:08 | Show |
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| 261. | Invisible Bugbears | Grumpy Dungeon Master Podcast #21 | D&D | 55:06 | Show | Dungeon Master
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| 262. | Episode 21 – Invisible Bugbears | 55:06 | Show |
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| 263. | Episode 32 – How To Punch A Sorcerer To Death: The Movie | 54:28 | Show |
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| 264. | Episode 138 – Dungeon Crawl Or Diablo Crawl? | 54:00 | |
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| 265. | Episode 23 – What are we talking about? | 53:38 | Show |
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| 266. | Winging It | Grumpy Dungeon Master Podcast #22 | D&D | 53:35 | Show | Dungeon Master
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| 267. | Episode 22 – Winging it | 53:35 | Show |
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| 268. | Episode 12 – Rime of the Frostmaiden (spoiler free) | 53:23 | Show | Rime
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| 269. | Rime of the Frostmaiden (spoiler free) | Grumpy Dungeon Master Podcast #12 | Dungeons & Dragons | 53:23 | Show |
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| 270. | Episode 81 – Technical Writing? | 53:12 | Show |
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| 271. | Episode 43 – Super Heroes or Loser Zeroes? | 53:07 | Show |
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| 272. | Episode 30 – Pre-Game Rituals | 52:57 | Show |
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| 273. | Episode 27 – 120 Page Thesis on why Flanking is Broke | 52:53 | Show |
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| 274. | Episode 41 – Ballad of the Drunken Dipshits | 52:45 | Show |
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| 275. | Episode 11 – Archetypes and You | 52:30 | Show |
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| 276. | Archetypes and You | Grumpy Dungeon Master Podcast #11 | Dungeons & Dragons | 52:30 | Show |
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| 277. | Episode 29 – DM Prep work and you | 51:59 | Show |
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| 278. | Flintlocks and Fireballs | Grumpy Dungeon Master Podcast #19 | Dungeons & Dragons | 51:35 | Show |
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| 279. | Episode 19 – Flintlocks and Fireballs | 51:35 | Show |
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| 280. | Episode 25 – Jay’s Naughty DM Session | 51:27 | Show |
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| 281. | Episode 42 – The Tarrasque and the Gnats | 51:19 | Show |
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| 282. | Episode 5 – Alignment | 50:54 | Show |
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| 283. | Alignment | Grumpy Dungeon Master Podcast #05 | Dungeons & Dragons | 50:54 | Show |
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| 284. | Episode 2 – Magic Items | 50:19 | Show |
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| 285. | Magic Items | Grumpy Dungeon Master Podcast #02 | Dungeons & Dragons | 49:58 | Show | Dungeons & Dragons Online
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| 286. | I Hate Rogues | Grumpy Dungeon Master Podcast #10 | Dungeons & Dragons | 48:31 | Show |
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| 287. | Episode 10 – I Hate Rogues | 48:20 | Show |
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| 288. | 10 grappling tips The Tarrasque doesn’t want you to know | Grumpy Dungeon Master Podcast #13 | D&D | 47:54 | Show |
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| 289. | Episode 13 – 10 grappling tips The Tarrasque doesn’t want you to know | 47:54 | Show |
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| 290. | Episode 35 – Good Players Are Essential | 47:07 | Show |
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| 291. | Villains and those who break them | Grumpy Dungeon Master Podcast #07 | Dungeons & Dragons | 46:50 | Show |
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| 292. | Episode 31 – Van Richtensteins Guide To Something Something Darkside | 46:39 | Guide |
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| 293. | Episode 7 – Villains and those who break them | 46:39 | Show |
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| 294. | Travelers of the Multiverse Review | 43:54 | Review |
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| 295. | Level Up Advanced 5e Review - Part 1 | 43:23 | Review | World of WarCraft
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| 296. | Episode 1 | Grumpy Dungeon Master Podcast #01 | Dungeons & Dragons | 42:10 | Show | Dungeons
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| 297. | First Episode | 42:09 | Show |
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| 298. | Minsc & Boo Journal of Villainy Review | 39:22 | Review | Neverwinter
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| 299. | Fizban's Treasury of Dragons Sneak Peak Review | 34:22 | Review | Neverwinter
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| 300. | Unboxing a Adventure in Forgotten Realms Collectors Booster Box | 33:54 | |
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