Rolling with Difficulty

By 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...

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FAQs about Rolling with Difficulty:

How many episodes does Rolling with Difficulty have?

The podcast currently has 111 episodes available.

Rolling with Difficulty episodes:

August 06, 2025 Hunting Party Q&A: Into the Wild
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/rollingwithdifficulty

Rolling with Difficulty Discord:
https://discord.gg/6uAycwAhy6

Merch:
Redbubble: https://www.redbubble.com/people/RWDPodcast/shop?asc=u
Contact the Pod:
[email protected]
Twitter: @rollwdifficulty
Instagram: @rollwithdifficulty
RSS Feed: https://rollingwithdifficultypod.transistor.fm/
Youtube: https://www.youtube.com/c/RollingwithDifficulty
Tik Tok: @rollwithdifficulty
BlueSky: @rollwithdifficulty.bsky.social
Cast:
Dungeon Master - Austin Funk
Twitter: @atthefunk
The Set's Journal of Faerun: https://www.dmsguild.com/product/345568/The-Sets-Journal-of-Faerun-Vol-1?term=the+set
BlueSky: @atthefunk.bsky.social
Katya - Sophia Ricciardi
Twitter: @sophie_kay_
Instagram: @_sophie_kay
Moviestruck: https://moviestruck.transistor.fm/
Patreon: https://www.patreon.com/moviestruck
BlueSky: @sophiekay.bsky.social
Trystine - OSP Red
Twitter: @OSPyoutube
Instagram: @overly.sarcastic.productions
Overly Sarcastic Productions: https://www.youtube.com/c/OverlySarcasticProductionsChannel/
Kireek - Noir
Instagram: @noirgalaxies
Twitter: @NoirGalaxies
BlueSky: @noirgalaxies.bsky.social
Garou - Wally
Instagram: @stuckinspace
Twitter: @walpoleinspace
Portfolio: https://ghost_astronaut.artstation.com/
BlueSky: @wallydraws.bsky.social
Want to send us snail mail? Use this Address:
Austin Funk
1314 5th Ave
PO Box # 1163
Bay Shore NY 11706

Character Art by @stuckinspace
Background Art by @tanukimi.s
Music by: Dominic Ricciardi
https://soundcloud.com/dominicricciardimusic
★ Support this podcast on Patreon ★
...more
1h 2min
August 04, 2025 We're Level Twelve!
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/rollingwithdifficulty

Rolling with Difficulty Discord:
https://discord.gg/6uAycwAhy6

Merch:
Redbubble: https://www.redbubble.com/people/RWDPodcast/shop?asc=u
Contact the Pod:
[email protected]
Twitter: @rollwdifficulty
Instagram: @rollwithdifficulty
RSS Feed: https://rollingwithdifficultypod.transistor.fm/
Youtube: https://www.youtube.com/c/RollingwithDifficulty
Tik Tok: @rollwithdifficulty
BlueSky: @rollwithdifficulty.bsky.social
Cast:
Dungeon Master - Austin Funk
Twitter: @atthefunk
The Set's Journal of Faerun: https://www.dmsguild.com/product/345568/The-Sets-Journal-of-Faerun-Vol-1?term=the+set
BlueSky: @atthefunk.bsky.social
Katya - Sophia Ricciardi
Twitter: @sophie_kay_
Instagram: @_sophie_kay
Moviestruck: https://moviestruck.transistor.fm/
Patreon: https://www.patreon.com/moviestruck
BlueSky: @sophiekay.bsky.social
Trystine - OSP Red
Twitter: @OSPyoutube
Instagram: @overly.sarcastic.productions
Overly Sarcastic Productions: https://www.youtube.com/c/OverlySarcasticProductionsChannel/
Kireek - Noir
Instagram: @noirgalaxies
Twitter: @NoirGalaxies
BlueSky: @noirgalaxies.bsky.social
Garou - Wally
Instagram: @stuckinspace
Twitter: @walpoleinspace
Portfolio: https://ghost_astronaut.artstation.com/
BlueSky: @wallydraws.bsky.social
Want to send us snail mail? Use this Address:
Austin Funk
1314 5th Ave
PO Box # 1163
Bay Shore NY 11706

Character Art by @stuckinspace
Background Art by @tanukimi.s
Music by: Dominic Ricciardi
https://soundcloud.com/dominicricciardimusic
★ Support this podcast on Patreon ★
...more
13min
August 01, 2025 Hunting Party Season 1 Episode 5: "Paths Converge"
Content Warning: Graphic Violence, Entomophobia, Austin is Gross, PC Conflict
One 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 5GMs in a Trenchcoat! Check them out here:
https://www.5gmsinatrenchcoat.com/
Instagram: @5gmsinatrenchcoat
Threads: @5gmsinatrenchcoat
Twitter: @5GMsOfficial
BlueSky: @5gmsofficial.bsky.social
Tik Tok: @5gmsinatrenchcoat
Rolling with Difficulty Patreon:
patreon.com/rollingwithdifficulty

Rolling with Difficulty Discord:
https://discord.gg/6uAycwAhy6

Merch:
Redbubble: https://www.redbubble.com/people/RWDPodcast/shop?asc=u
Contact the Pod:
[email protected]
Twitter: @rollwdifficulty
Instagram: @rollwithdifficulty
RSS Feed: https://rollingwithdifficultypod.transistor.fm/
Youtube: https://www.youtube.com/c/RollingwithDifficulty
Tik Tok: @rollwithdifficulty
BlueSky: @rollwithdifficulty.bsky.social
Cast:
Dungeon Master - Austin Funk
Twitter: @atthefunk
The Set's Journal of Faerun: https://www.dmsguild.com/product/345568/The-Sets-Journal-of-Faerun-Vol-1?term=the+set
BlueSky: @atthefunk.bsky.social
Katya - Sophia Ricciardi
Twitter: @sophie_kay_
Instagram: @_sophie_kay
Moviestruck: https://moviestruck.transistor.fm/
Patreon: https://www.patreon.com/moviestruck
BlueSky: @sophiekay.bsky.social
Trystine - OSP Red
Twitter: @OSPyoutube
Instagram: @overly.sarcastic.productions
Overly Sarcastic Productions: https://www.youtube.com/c/OverlySarcasticProductionsChannel/
Kireek - Noir
Instagram: @noirgalaxies
Twitter: @NoirGalaxies
BlueSky: @noirgalaxies.bsky.social
Garou - Wally
Instagram: @stuckinspace
Twitter: @walpoleinspace
Portfolio: https://ghost_astronaut.artstation.com/
BlueSky: @wallydraws.bsky.social
Want to send us snail mail? Use this Address:
Austin Funk
1314 5th Ave
PO Box # 1163
Bay Shore NY 11706

Character Art by @stuckinspace
Background Art by @tanukimi.s
Music by: Dominic Ricciardi
https://soundcloud.com/dominicricciardimusic
Featured Tracks:
Hunting Party Theme
When Will The Beast Land?
Piano Downtime
Tea Party
The Beast Has Landed
★ Support this podcast on Patreon ★
...more
4h 33min
July 25, 2025 Hunting Party Season 1 Episode 4: "Fury of the Frost"
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/@RollsUntold
Twitch: https://www.twitch.tv/rollsuntold
Instagram: @rollsuntold
Rolling with Difficulty Patreon:
patreon.com/rollingwithdifficulty

Rolling with Difficulty Discord:
https://discord.gg/6uAycwAhy6

Merch:
Redbubble: https://www.redbubble.com/people/RWDPodcast/shop?asc=u
Contact the Pod:
[email protected]
Twitter: @rollwdifficulty
Instagram: @rollwithdifficulty
RSS Feed: https://rollingwithdifficultypod.transistor.fm/
Youtube: https://www.youtube.com/c/RollingwithDifficulty
Tik Tok: @rollwithdifficulty
BlueSky: @rollwithdifficulty.bsky.social
Cast:
Dungeon Master - Austin Funk
Twitter: @atthefunk
The Set's Journal of Faerun: https://www.dmsguild.com/product/345568/The-Sets-Journal-of-Faerun-Vol-1?term=the+set
BlueSky: @atthefunk.bsky.social
Trystine - OSP Red
Twitter: @OSPyoutube
Instagram: @overly.sarcastic.productions
Overly Sarcastic Productions: https://www.youtube.com/c/OverlySarcasticProductionsChannel/
Want to send us snail mail? Use this Address:
Austin Funk
1314 5th Ave
PO Box # 1163
Bay Shore NY 11706

Character Art by @stuckinspace
Background Art by @tanukimi.s
Music by: Dominic Ricciardi
https://soundcloud.com/dominicricciardimusic
Featured Tracks:
Hunting Party Theme
Big Battle
Soft Downtime
Piano Downtime
Tense Moment
The Beast Has Landed
When Will the Beast Land?
★ Support this podcast on Patreon ★
...more
2h 37min
July 18, 2025 Hunting Party Season 1 Episode 3: "Bloodied Mask of Malar"
Content Warning: Austin and Wally are Gross, NPC Murder, Arachnophobia
For 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: https://multitude.productions/shows
Instagram: @jointhepartypod
Rolling with Difficulty Patreon:
patreon.com/rollingwithdifficulty

Rolling with Difficulty Discord:
https://discord.gg/6uAycwAhy6

Merch:
Redbubble: https://www.redbubble.com/people/RWDPodcast/shop?asc=u
Contact the Pod:
[email protected]
Twitter: @rollwdifficulty
Instagram: @rollwithdifficulty
RSS Feed: https://rollingwithdifficultypod.transistor.fm/
Youtube: https://www.youtube.com/c/RollingwithDifficulty
Tik Tok: @rollwithdifficulty
BlueSky: @rollwithdifficulty.bsky.social
Cast:
Dungeon Master - Austin Funk
Twitter: @atthefunk
The Set's Journal of Faerun: https://www.dmsguild.com/product/345568/The-Sets-Journal-of-Faerun-Vol-1?term=the+set
BlueSky: @atthefunk.bsky.social
Garou - Wally
Instagram: @stuckinspace
Twitter: @walpoleinspace
Portfolio: https://ghost_astronaut.artstation.com/
BlueSky: @wallydraws.bsky.social
Want to send us snail mail? Use this Address:
Austin Funk
1314 5th Ave
PO Box # 1163
Bay Shore NY 11706

Character Art by @stuckinspace
Background Art by @tanukimi.s
Music by: Dominic Ricciardi
https://soundcloud.com/dominicricciardimusic
Featured Tracks:
Hunting Party Theme
When Will the Beast Land?
Big Battle
Rolling, Possibly with a Bit of Difficulty
The Beast Has Landed
★ Support this podcast on Patreon ★
...more
2h 43min
July 11, 2025 Hunting Party Season 1 Episode 2: "Seer Stray"
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: https://www.patreon.com/c/TabletopHotTakes
Funky's Itch: https://itch.io/dashboard
Rolling with Difficulty Patreon:
patreon.com/rollingwithdifficulty

Rolling with Difficulty Discord:
https://discord.gg/6uAycwAhy6

Merch:
Redbubble: https://www.redbubble.com/people/RWDPodcast/shop?asc=u
Contact the Pod:
[email protected]
Twitter: @rollwdifficulty
Instagram: @rollwithdifficulty
RSS Feed: https://rollingwithdifficultypod.transistor.fm/
Youtube: https://www.youtube.com/c/RollingwithDifficulty
Tik Tok: @rollwithdifficulty
BlueSky: @rollwithdifficulty.bsky.social
Cast:
Dungeon Master - Austin Funk
Twitter: @atthefunk
The Set's Journal of Faerun: https://www.dmsguild.com/product/345568/The-Sets-Journal-of-Faerun-Vol-1?term=the+set
BlueSky: @atthefunk.bsky.social
Katya - Sophia Ricciardi
Twitter: @sophie_kay_
Instagram: @_sophie_kay
Moviestruck: https://moviestruck.transistor.fm/
Patreon: https://www.patreon.com/moviestruck
BlueSky: @sophiekay.bsky.social
Want to send us snail mail? Use this Address:
Austin Funk
1314 5th Ave
PO Box # 1163
Bay Shore NY 11706

Character Art by @stuckinspace
Background Art by @tanukimi.s
Music by: Dominic Ricciardi
https://soundcloud.com/dominicricciardimusic
Featured Tracks:
Hunting Party Theme
Big Downtime
Goof Track
Big Battle
When Will the Beast Land?
The Beast has Landed
★ Support this podcast on Patreon ★
...more
2h 56min
July 04, 2025 Hunting Party Season 1 Episode 1: "Scythe and Subjugate"
Content Warning: Surgery/Body Modification
Freshly 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 today:
https://comicaurora.com/books/
Rolling with Difficulty Patreon:
patreon.com/rollingwithdifficulty

Rolling with Difficulty Discord:
https://discord.gg/6uAycwAhy6

Merch:
Redbubble: https://www.redbubble.com/people/RWDPodcast/shop?asc=u
Contact the Pod:
[email protected]
Twitter: @rollwdifficulty
Instagram: @rollwithdifficulty
RSS Feed: https://rollingwithdifficultypod.transistor.fm/
Youtube: https://www.youtube.com/c/RollingwithDifficulty
Tik Tok: @rollwithdifficulty
BlueSky: @rollwithdifficulty.bsky.social
Cast:
Dungeon Master - Austin Funk
Twitter: @atthefunk
The Set's Journal of Faerun: https://www.dmsguild.com/product/345568/The-Sets-Journal-of-Faerun-Vol-1?term=the+set
BlueSky: @atthefunk.bsky.social
Kireek - Noir
Instagram: @noirgalaxies
Twitter: @NoirGalaxies
BlueSky: @noirgalaxies.bsky.social
Want to send us snail mail? Use this Address:
Austin Funk
1314 5th Ave
PO Box # 1163
Bay Shore NY 11706

Character Art by @stuckinspace
Background Art by @tanukimi.s
Music by: Dominic Ricciardi
https://soundcloud.com/dominicricciardimusic
Featured Tracks:
Hunting Party Theme
Tense Moment
When Will the Beast Land?
Big Battle
Rolling, Possibly with a Bit of Difficulty
The Beast Has Landed
★ Support this podcast on Patreon ★
...more
2h 28min
June 13, 2025 Rolling with Difficulty Presents: "Do Or Die"
Content Warning: Emotional Distress, Parental Death, Parental Neglect, Drug Addiction/Use, Divorce, Catharsis (We Promise!)
When six old friends find themselves pulled into the world of their high school TTRPG game, they'll face foes fantastical and familiar. Old wounds reopen as they find every obstacle pulled from their real lives, pushing on the trials they've faced since graduating. Will they process their emotions and unite to escape? Or have the ravages of time pushed them too far apart...
---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-five
Discord: https://discord.gg/tVTZAq3qQH
Instagram: @magehandhighfivepodcast
BlueSky: @magehandhighfive.bsky.social
TikTok: @magehandhighfive
Patreon: https://www.patreon.com/magehandhighfive

Thank you to Fantasy Food Fight! Check them out for edible antics:
Kickstarter: https://www.kickstarter.com/projects/dodecadonuts/fantasy-food-fight
Rolling with Difficulty Patreon:
patreon.com/rollingwithdifficulty

Rolling with Difficulty Discord:
https://discord.gg/6uAycwAhy6

Merch:
Redbubble: https://www.redbubble.com/people/RWDPodcast/shop?asc=u
Contact the Pod:
[email protected]
Twitter: @rollwdifficulty
Instagram: @rollwithdifficulty
RSS Feed: https://rollingwithdifficultypod.transistor.fm/
Youtube: https://www.youtube.com/c/RollingwithDifficulty
Tik Tok: @rollwithdifficulty
BlueSky: @rollwithdifficulty.bsky.social
Cast:
Game Master/Aloysius Sinclair - Noir
Twitter: @NoirGalaxies
BlueSky: @noirgalaxies.bsky.social
Sylvester Costello - Max
Mage Hand High Five: www.magehandhighfive.com/
Bluesky: @grampamax
Kai Ripley - Robin
Mage Hand High Five: www.magehandhighfive.com/
Instagram: @robinlangenhop
Anastasia Brunelleschi - OSP Red
Twitter: @OSPyoutube
Instagram: @overly.sarcastic.productions
Overly Sarcastic Productions: https://www.youtube.com/c/OverlySarcasticProductionsChannel/
Cassandra Huntington - Sophia Ricciardi
Twitter: @sophie_kay_
Instagram: @_sophie_kay
Moviestruck: https://moviestruck.transistor.fm/
Patreon: https://www.patreon.com/moviestruck
BlueSky: @sophiekay.bsky.social
Xavier Woole - Wally
Instagram: @stuckinspace
Twitter: @walpoleinspace
Portfolio: https://ghost_astronaut.artstation.com/
BlueSky: @wallydraws.bsky.social
Want to send us snail mail? Use this Address:
Austin Funk
1314 5th Ave
PO Box # 1163
Bay Shore NY 11706

Character Art by @stuckinspace
Background Art by @tanukimi.s
Music by: Dominic Ricciardi
https://soundcloud.com/dominicricciardimusic
Featured Tracks:
Investigation Theme
Hunt Downtime Theme
Hunt Battle Theme
Gotta Go Fast
Tense Moment
Tea Time
★ Support this podcast on Patreon ★
...more
4h 41min
May 16, 2025 Rolling with Difficulty Presents: "Search for Oloranwë"
After helping the B-Team turns up a lead on Kyana's past, the crew journey's through the layers of Arboria to search for Oloranwë. But what awaits at the end of their journey? And what does it mean for their resident monk?
---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---
Rolling with Difficulty Patreon:
patreon.com/rollingwithdifficulty

Rolling with Difficulty Discord:
https://discord.gg/6uAycwAhy6

Merch:
Redbubble: https://www.redbubble.com/people/RWDPodcast/shop?asc=u
Contact the Pod:
[email protected]
Twitter: @rollwdifficulty
Instagram: @rollwithdifficulty
RSS Feed: https://rollingwithdifficultypod.transistor.fm/
Youtube: https://www.youtube.com/c/RollingwithDifficulty
Tik Tok: @rollwithdifficulty
BlueSky: @rollwithdifficulty.bsky.social
Cast:
Dungeon Master - Austin Funk
Twitter: @atthefunk
The Set's Journal of Faerun: https://www.dmsguild.com/product/345568/The-Sets-Journal-of-Faerun-Vol-1?term=the+set
BlueSky: @atthefunk.bsky.social
Kyana - OSP Red
Twitter: @OSPyoutube
Instagram: @overly.sarcastic.productions
Overly Sarcastic Productions: https://www.youtube.com/c/OverlySarcasticProductionsChannel/
Dani - Sophia Ricciardi
Twitter: @sophie_kay_
Instagram: @_sophie_kay
Moviestruck: https://moviestruck.transistor.fm/
Patreon: https://www.patreon.com/moviestruck
BlueSky: @sophiekay.bsky.social
VR-LA - Noir
Twitter: @NoirGalaxies
BlueSky: @noirgalaxies.bsky.social
Vhas - Wally
Instagram: @stuckinspace
Twitter: @walpoleinspace
Portfolio: https://ghost_astronaut.artstation.com/
BlueSky: @wallydraws.bsky.social
Want to send us snail mail? Use this Address:
Austin Funk
1314 5th Ave
PO Box # 1163
Bay Shore NY 11706

Character Art by @stuckinspace
Background Art by @tanukimi.s
Music by: Dominic Ricciardi
https://soundcloud.com/dominicricciardimusic
Featured Tracks:
Per Aspera Theme
Big Downtime
Big Battle
Tea Time
Party Time Time
Rolling, Possibly with a Bit of Difficulty
Final Battle
★ Support this podcast on Patreon ★
...more
5h 39min
April 01, 2025 Open and Shut Q&A: Case Closed
Another campaign closed, the cast assembles to answer your questions and bring the secrets of Open and Shut to light!
---Our show contains fantasy violence (and the occasional foul language), treat us like a PG-13 program!---
Rolling with Difficulty Patreon:
patreon.com/rollingwithdifficulty

Rolling with Difficulty Discord:
https://discord.gg/6uAycwAhy6

Merch:
Redbubble: https://www.redbubble.com/people/RWDPodcast/shop?asc=u
Contact the Pod:
[email protected]
Twitter: @rollwdifficulty
Instagram: @rollwithdifficulty
RSS Feed: https://rollingwithdifficultypod.transistor.fm/
Youtube: https://www.youtube.com/c/RollingwithDifficulty
Tik Tok: @rollwithdifficulty
BlueSky: @rollwithdifficulty.bsky.social
Cast:
Dungeon Master - Austin Funk
Twitter: @atthefunk
The Set's Journal of Faerun: https://www.dmsguild.com/product/345568/The-Sets-Journal-of-Faerun-Vol-1?term=the+set
BlueSky: @atthefunk.bsky.social
Bileyg - OSP Red
Twitter: @OSPyoutube
Instagram: @overly.sarcastic.productions
Overly Sarcastic Productions: https://www.youtube.com/c/OverlySarcasticProductionsChannel/
Ingrid - Sophia Ricciardi
Twitter: @sophie_kay_
Instagram: @_sophie_kay
Moviestruck: https://moviestruck.transistor.fm/
Patreon: https://www.patreon.com/moviestruck
BlueSky: @sophiekay.bsky.social
Fally - Linnie
Instagram: @linnieschell
@linnieschell on all platforms
Oobtaglor - Noir
Twitter: @NoirGalaxies
BlueSky: @noirgalaxies.bsky.social
Evrard - Wally
Instagram: @stuckinspace
Twitter: @walpoleinspace
Portfolio: https://ghost_astronaut.artstation.com/
BlueSky: @wallydraws.bsky.social
Want to send us snail mail? Use this Address:
Austin Funk
1314 5th Ave
PO Box # 1163
Bay Shore NY 11706

Character Art by @stuckinspace
Background Art by @tanukimi.s
Music by: Dominic Ricciardi
https://soundcloud.com/dominicricciardimusic
★ Support this podcast on Patreon ★
...more
1h 51min

FAQs about Rolling with Difficulty:

How many episodes does Rolling with Difficulty have?

The podcast currently has 111 episodes available.

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