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PODCAST

Rolling with Difficulty

Rolling with Difficulty Table

Throughout the Planescape there are countless wars between good and evil, lawful and chaotic. Forces of great power shift the very nature of reality. These are not their stories... Join Rolling with Difficulty as we explore the Planescape, following adventurers out on the Astral Sea, on the streets of the City of Doors, and beyond! Every episode of this D&D 5e actual play podcast follows a different entry in our adventures, and are intended to be watched in any order your heart desires. Follow the

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All Episodes

266:50

Hunting Party Season 3 Episode 7: "Storm's Edge"

Rolling with Difficulty ·

2026/08/28

Clams in hand, the Hunting Party sets off to cleanse the waters and cut off their foe's means of escape. Brux is vast, but our heroes move quickly, and perhaps secure aid from some familiar faces along the way...---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Thank you to our friends over at RPG Help Desk! Check them out:Second Wind: https://www.youtube.com/@SecondWindGroupYouTube:

en

249:25

Hunting Party Season 3 Episode 6: "Twisted Fates"

Rolling with Difficulty ·

2026/08/21

Content Warning: Character Conflict, Character DeathThe fractured party splits only further. As each Knight loses themselves in their own obsessions, will they remember to come together for the sake of the Beastlands?---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Thank you to our friends over at Mage Hand High Five, your new third-favorite TTRPG podcast! Check them out:Listen now: https://podfollow.com/mage-hand-high-fiveDiscord:

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57:36

Hunting Party Q&A: Gone Fishin'

Rolling with Difficulty ·

2026/08/12

The party is split but the cast is together! We answer your questions in our mid-season Q&A!---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---VR-LA and Vhas enamel pins available now! Order yours while supplies last:https://crowdmade.com/collections/rolling-with-difficultyRolling with Difficulty Patreon:patreon.com/rollingwithdifficultyRolling with Difficulty

en

171:58

Hunting Party Season 3 Episode 5: "Seer Astray"

Rolling with Difficulty ·

2026/08/07

Alone again, Katya is drawn by the threads of destiny towards the Prowl. Who, or what, awaits the Seer Stray there? ---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Thank you to our friends at Tabletop Hot Takes! Check them out here:RSS: https://feeds.captivate.fm/tabletop-hot-takes/Patreon: https://www.patreon.com/c/TabletopHotTakesFunky's Itch: https://itch.io/dashboardDani enamel pins available now! Order yours while supplies

en

262:04

Hunting Party Season 3 Episode 4: "Foul Tides"

Rolling with Difficulty ·

2026/07/31

One wizard poorer, the remaining Unicorn Knights resolve to focus on their quest. The bivalves wait for no one, but they are not the only ones lurking in the Sessile Pools...---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Thank you to our friends over at Game Master Monday! Check them out:https://linktr.ee/gamemastermondayBluesky: @gamemastermonday.bsky.socialDani enamel pins available now! Order yours while supplies

en

158:31

Hunting Party Season 3 Episode 3: "Reflections: Part 2"

Rolling with Difficulty ·

2026/07/24

Garou is dead, but if the party has their way it won't be for long. His life is not simply in the hands of Kireek however, and as great forces tangle for his mortal soul it is Garou who must decide if he stays or goes. Regardless of the Mask of Malar's choice, the solution to the pestilence in the Beastlands waits further in the temple. Will the party seek it whole? Or is this one reflection viewed through a broken mirror?---Our show contains fantasy violence (and the occasional foul

en

273:40

Hunting Party Season 3 Episode 2: "Reflections: Part 1"

Rolling with Difficulty ·

2026/07/17

Content Warning: Character DeathIn search of a solution to the Aboleth's toxic waters, the Hunting Party makes for the refuge of the Gnamma. Across the desert's sands waits salvation, but will it be waiting for our heroes? Or will it test their very core? ---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Thank you to our friends over at Critical Lit! Check them out:https://critical-lit.simplecast.com/Dani enamel pins available now

en

251:10

Hunting Party Season 3 Episode 1: "A Broken Song"

Rolling with Difficulty ·

2026/07/10

Awakening in the relative safety of the Blackstone Lodge, the Hunting Party reunites and begins their hunt for the aboleth cursing the waters of Brux. Their first lead takes them to Stillsong, but their journey will not be simple, and the waiting creatures less than forthcoming. ---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Thank you to our friends over at Adventure is Nigh! Check them out:https://adventureisnigh.horse/Dani enamel

en

182:03

Rolling with Difficulty Presents: "The New Nexus...

Rolling with Difficulty ·

2026/07/03

Welcome to the New Nexus Academy! In a world of Superheros and villains, only one school can teach young crime fighters to wield their powers with great responsibility, and hopefully save the day! One such team of super teens must unravel a mystery close to home in this one shot adventure in the Masks system. Are you ready to done the Mask? Pick up a class schedule and listen along to this special Rolling with Difficulty adventure! ---Our show contains fantasy violence (and the occasional

en

282:36

Rolling with Difficulty Presents: "Dark Heart of the...

Rolling with Difficulty ·

2026/05/08

Journey into Draw Steel and the Dark Heart of the Wood as Rolling with Difficulty attempts to heroically handle this official module in one shot fashion! With special guest Jacques ze Whipper, they journey into a haunted forest, in a desperate attempt to right the magics left to go wrong. Can they save the town and cleanse the wood? Or is the heart too overgrown?---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Thank you to our

en

68:44

Rolling with Difficulty Talkback: Draw Steel

Rolling with Difficulty ·

2026/04/24

This episode originally aired as a Patreon reward. For more talkbacks on systems we've tried, check out the Rolling with Difficulty Patreon page for those and much much more!Noir, Red, and Austin get together to share their thoughts on Draw Steel as players and GMs. Or they did, a year ago! As we gear up to play Draw Steel in an upcoming one-shot, listen along to learn about some of our first impressions of the system.---Our show contains fantasy violence (and the occasional foul language),

en

69:02

Hunting Party Q&A: Fresh Prey

Rolling with Difficulty ·

2026/04/08

Freshly in Brux, the Unicorn Knights are taking a brief break to get out of the rain. For the podcast the fun never stops though, as we answer your questions live!---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Dani enamel pins available now! Order yours while supplies last:https://crowdmade.com/collections/rolling-with-difficultyRolling with Difficulty Patreon:patreon.com/rollingwithdifficultyRolling with Difficulty

en

275:19

Hunting Party Season 2 Episode 10: "Rainfall"

Rolling with Difficulty ·

2026/03/27

As old grudges come to a head, the Hunting Party takes their first real steps in Brux. Their path will lead them directly to the lair of Garou's greatest foe, but enemies of enemies have been known to become friends...---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Thank you to our friends over at Game Master Monday! Check them out:https://linktr.ee/gamemastermondayBluesky: @gamemastermonday.bsky.socialDani enamel pins available

en

156:50

Hunting Party Season 2 Episode 9: "Riddles and Rats"

Rolling with Difficulty ·

2026/03/20

The way closed behind them the Hunting Party are finally in Brux! The welcome party is not unfriendly, but certainly not what our heroes expected...---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Thank you to our friends over at Party of One! Check them out:https://www.partyofonepodcast.com/Patreon: https://www.patreon.com/jeffstormerBluesky: @partyofonepodcast.bsky.socialDani enamel pins available now! Order yours while supplies

en

218:33

Hunting Party Season 2 Episode 8: "Lists and Layers"

Rolling with Difficulty ·

2026/03/13

Their greatest foe (so far) vanquished, the Unicorn Knights turn their attention to the portal scarring the Beastlands' first layer. With the aid of their portal expert, can they bring their knowledge to bare and close the entrance to Brux?---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Dani enamel pins available now! Order yours while supplies last:https://crowdmade.com/collections/rolling-with-difficultyRolling with Difficulty

en

315:13

Hunting Party Season 2 Episode 7: "Vasilix"

Rolling with Difficulty ·

2026/03/06

It's been long enough. The will of the Great Wheel is coming for the Beholder Vasilix, and it arrives in the form of the vengeful Hunting Party...---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Thank you to our friends over at Hilarity Save RPG! Check them out:https://beacons.ai/hilaritysaverpg BlueSky: @hilaritysaverpg.bsky.socialInstagram: @hilaritysaverpgThank you to our friends over at Mage Hand High Five, your new

en

12:35

We're Level Fourteen!

Rolling with Difficulty ·

2026/03/02

When you slay a Beast Lord, your get to level up! I don't make the rules, I just write about them here in the episode descriptions - Sophia---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Dani enamel pins available now! Order yours while supplies last:https://crowdmade.com/collections/rolling-with-difficultyRolling with Difficulty Patreon:patreon.com/rollingwithdifficultyRolling with Difficulty

en

192:52

Hunting Party Season 2 Episode 6: "Fracture"

Rolling with Difficulty ·

2026/02/27

In the aftermath of their battle with the Ape Lord the party has yet to heal. Tensions send heroes on their own paths with only the guidance of the other forces in the Beastlands, and each other, to guide them.---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Thank you to our friends at Burnt Cook Book Party! Check them out here:www.BCBParty.comEpisode One "Kill Santa":

en

126:52

Rolling with Difficulty Presents: "Writing Wrongs"

Rolling with Difficulty ·

2026/02/20

Dive into a thrilling story as Rolling with Difficulty plays Punderworld! When an evil Eye threatens the Punderworld, our four fearless readers must find the key phrases to stop him, using only their wits and wordplay!---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Thank you to our friends at Twice Rolled Tales! Check Punderworld out here:Back Punderworld on Kickstarter:

en

66:09

Hunting Party Q&A: On the Scent

Rolling with Difficulty ·

2026/02/18

Aberrations continue to fall to our Unicorn Knights, but their hunt is not over yet! They are taking a brief intermission to answer some of your questions about their campaign though.---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---VR-LA and Vhas enamel pins available now! Order yours while supplies last:https://crowdmade.com/collections/rolling-with-difficultyRolling with Difficulty Patreon:patreon.com/rollingwithdifficultyRolling

en

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