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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

329:50

Hunting Party Season 2 Episode 5: "Monkey Business:...

Rolling with Difficulty ·

2026/02/13

The lair of the Ape Lord looms and the only way to the root of this problem is through. Hoards of primates stand in their way, but that has never stopped the Hunting Party from reaching their quarry before...---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

195:38

Hunting Party Season 2 Episode 4: "Monkey Business:...

Rolling with Difficulty ·

2026/02/06

Preparations made, it's time for the Hunting Party to investigate the cause of all this conflict in the Beastlands. They are not the only party interested in the central point of interest however, and their scouting mission may attract more attention than they anticipated...---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

en

210:07

Hunting Party Season 2 Episode 3: "Tales of the...

Rolling with Difficulty ·

2026/01/30

Fresh off their victory over the would-be Ant Lord, the Hunting Party ties up loose ends. Some traverse the land in pursuit of their own mysterious goals, others forge new bonds, but all find themselves drawn deeper into the fold 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 at QueeRPG! Check them out here:https://linktr.ee/queerpghttps://queerpg.com/Bluesky:

en

269:05

Hunting Party Season 2 Episode 2: "Queen's Judgement"

Rolling with Difficulty ·

2026/01/23

Content Warning: Entomophobia, Fungi and RotThe Beholder out of sight, the Hunting Party turns their attention to the vestiges of his work across the Beastlands. First up, the new colony knocking on their door. Can they unite to stand against the hive mind? Or is this Queen's gambit enough to finish the Unicorn Knights?---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Thank you to our friends at Join the Party! Check them out

en

12:43

We're Level Thirteen!

Rolling with Difficulty ·

2026/01/19

Just in time for new trouble in the Beastlands, the Hunting Party levels up!---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

197:51

Hunting Party Season 2 Episode 1: "The Brewing Storm"

Rolling with Difficulty ·

2026/01/16

Only a day after their encounter with the Beholder at the center of the schemes in the Beastlands, the Hunting Party barely stop to breathe before returning to the cave lair. Will this showdown bring an end to the turbulence in the Happy Hunting Grounds? Or are surprises in store for the newest Unicorn Knights?---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Thank you to our friends at QueeRPG! Check them out

en

149:30

Rolling with Difficulty Presents: "Jungle Jammed!"

Rolling with Difficulty ·

2025/10/31

Content Warning: Cartoon ViolenceEnter the rad dimension! In this Slugblaster adventure our tubular team of teens find themselves a heck of a lot closer to their favorite games than expected. Can they combo their way back to the real world? And just how many nachos can one teen consume? Find out all this and more in Jungle Jammed!---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

en

60:22

Hunting Party Q&A: Picking Up the Trail

Rolling with Difficulty ·

2025/09/24

After a successful season of Beastland antics, the crew gets together to answer your hardest-hitting questions!---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Rolling with Difficulty Patreon:patreon.com/rollingwithdifficultyRolling with Difficulty Discord:https://discord.gg/6uAycwAhy6Merch:Redbubble: https://www.redbubble.com/people/RWDPodcast/shop?asc=uContact the Pod:rollwithdifficulty@gmail.comTwitter: @rollwdifficultyInstagram:

en

192:47

Hunting Party Season 1 Episode 10: "Eyes Open"

Rolling with Difficulty ·

2025/09/12

Content Warning: Party Conflict, Body ModificationSecrets revealed, the Hunting Party resumes their chase of Trystine's cousin. But they are not the only seekers in the Beastlands, and it's time some eyes were opened... ---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 them out here:https://linktr.ee/twicerolledtaleshttps://www.twicerolledtales.com/YouTube:

en

254:18

Hunting Party Season 1 Episode 9: "Incubation"

Rolling with Difficulty ·

2025/09/05

Content Warning: Entomophobia, Creature Body ModificationAfter a brief respite, the Hunting Party is forced face-to-face with the final note on their map. Beyond the trees stripped bare, a reunion awaits...---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

224:26

Hunting Party Season 1 Episode 8: "Passing the Tusk"

Rolling with Difficulty ·

2025/08/29

The hunt continues, and after a brief detour to drop of the Warden somewhere safe, the Party enters the Domain of the Boar Lord. Her domain encroaches, but just who is leading the charge?---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

en

255:53

Hunting Party Season 1 Episode 7: "Life and Limb"

Rolling with Difficulty ·

2025/08/22

Content Warning: Cannibalism, ArachnophobiaFinally taking a moment's respite, the Hunting Party regroups at the Grove of the Unicorn before heading back out into the Beastlands. Their prey? A missing Warden, hopefully to be found in one piece...---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-difficultyThank you to

en

281:51

Hunting Party Season 1 Episode 6: "Belly of the Beast"

Rolling with Difficulty ·

2025/08/15

Content Warning: Entomophobia, Austin is Gross, Decay, These bugs wanna put eggs in thingsNewly assembled, the Hunting Party follows the stench on the wind in pursuit of their first prey. Can this rag-tag group find common ground? Or will the belly of the beast prove too much for the Beastland's newest heroes?---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

en

61:05

Hunting Party Q&A: Into the Wild

Rolling with Difficulty ·

2025/08/06

We're halfway through the first season of Hunting Party! The cast gets together and answers the hardest hitting questions about our new crew of hapless heroes.---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Rolling with Difficulty Patreon:patreon.com/rollingwithdifficultyRolling with Difficulty Discord:https://discord.gg/6uAycwAhy6Merch:Redbubble: https://www.redbubble.com/people/RWDPodcast/shop?asc=uContact the

en

12:18

We're Level Twelve!

Rolling with Difficulty ·

2025/08/04

The Hunting Party is assembled and ready to level up! Let's see what these creatures of habit pick in this quick bonus before the adventures resume.---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Rolling with Difficulty Patreon:patreon.com/rollingwithdifficultyRolling with Difficulty Discord:https://discord.gg/6uAycwAhy6Merch:Redbubble: https://www.redbubble.com/people/RWDPodcast/shop?asc=uContact the

en

272:44

Hunting Party Season 1 Episode 5: "Paths Converge"

Rolling with Difficulty ·

2025/08/01

Content Warning: Graphic Violence, Entomophobia, Austin is Gross, PC ConflictOne by one our heroes gather, all on the trail of a shared foe. As their respective hunts draw to a close, Katya, Kireek, Garou, and Trystine may soon find they were not the only ones searching in the Beastland. Can they find a way to work together? Will they form the Hunting Party?---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Thank you to our friends at

en

156:30

Hunting Party Season 1 Episode 4: "Fury of the Frost"

Rolling with Difficulty ·

2025/07/25

Content Warning: Frostbite Trystine has always lived in the safety of her Grandmother's looming shadow, but when a massive creature steals the most precious treasure of her home she risks it all to give chase. Just how far will this hunt take the Fury of the Frost...---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Thank you to our friends at Rolls Untold! Check them out here:YouTube: https://www.youtube.com/@RollsUntoldTwitch:

en

162:49

Hunting Party Season 1 Episode 3: "Bloodied Mask of...

Rolling with Difficulty ·

2025/07/18

Content Warning: Austin and Wally are Gross, NPC Murder, ArachnophobiaFor the Bloodied Mask of Malar, no creature can escape his hunt. As one falls, a new prey takes it's place, and Garou finds himself on the trail of something aberrant in the Beastlands...---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Thank you to our friends at Join the Party! Check them out Here:https://www.jointhepartypod.com/Multitude Podcasts:

en

175:35

Hunting Party Season 1 Episode 2: "Seer Stray"

Rolling with Difficulty ·

2025/07/11

Katya has never had a home in the Planescape. When every other place ran her out, she found herself in the Beastlands. The Seer Stray planned to peddle her fortunes as usual, but when a fellow diviner asks her aid, she must answer the call of the wild...---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:

en

147:01

Hunting Party Season 1 Episode 1: "Scythe and Subjugate"

Rolling with Difficulty ·

2025/07/04

Content Warning: Surgery/Body ModificationFreshly escaped from mindflayer captivity, Kireek the Scythe and Subjugate finds himself in the company of a Unicorn Knight. Their joint goal, purge an aberration from the Beastlands. If they survive the encounter, that will be a victory indeed...---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---Thank you to our friends at Comic Aurora! Preorder your copy

en

144 results

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