
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 differe... more
| Publishes | Weekly | Episodes | 143 | Founded | 5 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | GamesFictionLeisure | |||

Content Warning: Character Conflict, Character Death
The 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 ... more
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... more
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 friend... more
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), ... more
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The best dnd podcast I have ever listened to!!!
Thank you Red for introducing me to the podcast.
This show is my favorite DnD podcast because it does a great job of being narratively entertaining while maintaining the joy of playing a casual game with friends. The characters are interesting, the way the players engage with game mechanics is fascinating, and the world of the planescape is excellently fleshed out. Plus, the music achieves tones and moods exactly as intended.
My brother sucked me in to this and now I can’t leave, but I don’t care
I love you guys so much you always find a way to make the most stressful decisions and events funny. Though I miss the Per Aspera campaign I have loved the Open and Shut campaign from what I’ve heard as well. Though I am also sad that the campaign has ended so short too I’m sure that the next campaign will be better than the last. The character interactions and Wally’s character in the Open and Shut campaign (though I can’t remember his name. XD) is great the accent is so good and I wanted to kn... more
Vr-la’s monologue is worth it alone to consume every bit of this podcast to that point. It it my favorite piece of media I have ever consumed. And not just that speech but the entire podcast is beyond amazing. I envy people who get to listen to this the first time. The bit of Vr-la gives me goosebumps every time, even just thinking about it has that affect. Bravo noir, and thank you Sophie and red for osp that helped me end up here.
Key themes from listener reviews, highlighting what works and what could be improved about the show.
How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.
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Apple Podcasts | #63 |
Recent interactions between the hosts and their guests.
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This actual-play tabletop podcast mixes cinematic combat, intricate Planescape lore, and character-driven storytelling across evolving campaigns. Listeners often encounter cinematic dungeons, interplanar intrigue, and a stylish blend of humor and high-stakes decisions that reward longform worldbuilding and tactical play. A standout here is the balance between crunchy rules discussion and narrative moments, plus a rotating cast of players and a DM who emphasizes cinematic momentum, house rules, and early access to future arcs. Potential listeners who enjoy intelligent banter, large-scale adventures, and a strong sense of camaraderie will likely find it engaging and repeatable across seasons.
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1. Overly Sarcastic Podcast
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4. The Magnus Archives
5. Critical Role
Rolling with Difficulty launched 5 years ago and published 143 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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Recent guests on Rolling with Difficulty include:
1. Jack Lepiars
2. Linnie Schell
3. Adam Gonzalez
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