Rolling with Difficulty cover art

Rolling with Difficulty

Rolling with Difficulty

Written by: Rolling with Difficulty Table
Listen for free

About this listen

 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 tale from the beginning, or jump in along the way, however you listen it's sure to be a wild ride!© 2026 Rolling with Difficulty Table
Episodes
  • Hunting Party Season 2 Episode 2: "Queen's Judgement"

    Hunting Party Season 2 Episode 2: "Queen's Judgement"
    Jan 23 2026
    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 Here:https://www.jointhepartypod.com/Multitude Podcasts: https://multitude.productions/showsInstagram: @jointhepartypodVR-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 Discord:https://discord.gg/8c9e4xhUKyMerch:https://crowdmade.com/collections/rolling-with-difficultyContact the Pod:rollwithdifficulty@gmail.comRSS Feed: https://rollingwithdifficultypod.transistor.fm/Youtube: https://www.youtube.com/c/RollingwithDifficultyInstagram: @rollwithdifficultyBlueSky: @rollwithdifficulty.bsky.socialTik Tok: @rollwithdifficultyCast:Dungeon Master - Austin FunkBlueSky: @atthefunk.bsky.socialThe Set's Journal of Faerun: https://www.dmsguild.com/product/345568/The-Sets-Journal-of-Faerun-Vol-1?term=the+setKatya - Sophia RicciardiBlueSky: @sophiekay.bsky.socialInstagram: @_sophie_kayMoviestruck: https://moviestruck.transistor.fm/Patreon: https://www.patreon.com/moviestruckTrystine - OSP RedBlueSky: @overlysarcastic.bsky.socialInstagram: @overly.sarcastic.productionsOverly Sarcastic Productions: https://www.youtube.com/c/OverlySarcasticProductionsChannel/Kireek - NoirBlueSky: @noirgalaxies.bsky.socialInstagram: @noirgalaxiesGarou - WallyBlueSky: @wallydraws.bsky.socialInstagram: @stuckinspacePortfolio: https://ghost_astronaut.artstation.com/Want to send us snail mail? Use this Address:Austin Funk1314 5th AvePO Box # 1163Bay Shore NY 11706Character Art by @stuckinspaceBackground Art by @tanukimi.sMusic by: Dominic Ricciardihttps://soundcloud.com/dominicricciardimusicFeatured Tracks:Hunting Party ThemeWhen Will the Beast Land?Rolling, Possibly with a Bit of DifficultyBig BattleTense MomentThe Beast Has Landed ★ Support this podcast on Patreon ★
    Show More Show Less
    4 hrs and 29 mins
  • We're Level Thirteen!

    We're Level Thirteen!
    Jan 19 2026

    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-difficulty

    Rolling with Difficulty Patreon:
    patreon.com/rollingwithdifficulty

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

    Merch:
    https://crowdmade.com/collections/rolling-with-difficulty

    Contact the Pod:
    rollwithdifficulty@gmail.com
    RSS Feed: https://rollingwithdifficultypod.transistor.fm/
    Youtube: https://www.youtube.com/c/RollingwithDifficulty
    Instagram: @rollwithdifficulty
    BlueSky: @rollwithdifficulty.bsky.social
    Tik Tok: @rollwithdifficulty

    Cast:
    Dungeon Master - Austin Funk
    BlueSky: @atthefunk.bsky.social
    The Set's Journal of Faerun: https://www.dmsguild.com/product/345568/The-Sets-Journal-of-Faerun-Vol-1?term=the+set

    Katya - Sophia Ricciardi
    BlueSky: @sophiekay.bsky.social
    Instagram: @_sophie_kay
    Moviestruck: https://moviestruck.transistor.fm/
    Patreon: https://www.patreon.com/moviestruck

    Trystine - OSP Red
    BlueSky: @overlysarcastic.bsky.social
    Instagram: @overly.sarcastic.productions
    Overly Sarcastic Productions: https://www.youtube.com/c/OverlySarcasticProductionsChannel/

    Kireek - Noir
    BlueSky: @noirgalaxies.bsky.social
    Instagram: @noirgalaxies

    Garou - Wally
    BlueSky: @wallydraws.bsky.social
    Instagram: @stuckinspace
    Portfolio: https://ghost_astronaut.artstation.com/

    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 ★
    Show More Show Less
    13 mins
  • Hunting Party Season 2 Episode 1: "The Brewing Storm"

    Hunting Party Season 2 Episode 1: "The Brewing Storm"
    Jan 16 2026
    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 here:https://linktr.ee/queerpghttps://queerpg.com/Bluesky: @queerpg.bsky.socialInstagram: @queerpgpodThank 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/dashboardVR-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 Discord:https://discord.gg/6uAycwAhy6Merch:https://crowdmade.com/collections/rolling-with-difficultyContact the Pod:rollwithdifficulty@gmail.comRSS Feed: https://rollingwithdifficultypod.transistor.fm/Youtube: https://www.youtube.com/c/RollingwithDifficultyInstagram: @rollwithdifficultyBlueSky: @rollwithdifficulty.bsky.socialTik Tok: @rollwithdifficultyCast:Dungeon Master - Austin FunkBlueSky: @atthefunk.bsky.socialThe Set's Journal of Faerun: https://www.dmsguild.com/product/345568/The-Sets-Journal-of-Faerun-Vol-1?term=the+setKatya - Sophia RicciardiBlueSky: @sophiekay.bsky.socialInstagram: @_sophie_kayMoviestruck: https://moviestruck.transistor.fm/Patreon: https://www.patreon.com/moviestruckTrystine - OSP RedBlueSky: @overlysarcastic.bsky.socialInstagram: @overly.sarcastic.productionsOverly Sarcastic Productions: https://www.youtube.com/c/OverlySarcasticProductionsChannel/Kireek - NoirBlueSky: @noirgalaxies.bsky.socialInstagram: @noirgalaxiesGarou - WallyBlueSky: @wallydraws.bsky.socialInstagram: @stuckinspacePortfolio: https://ghost_astronaut.artstation.com/Want to send us snail mail? Use this Address:Austin Funk1314 5th AvePO Box # 1163Bay Shore NY 11706Character Art by @stuckinspaceBackground Art by @tanukimi.sMusic by: Dominic Ricciardihttps://soundcloud.com/dominicricciardimusicFeatured Tracks:Hunting Party ThemeWhen Will the Beast Land?The Beast Has Landed ★ Support this podcast on Patreon ★
    Show More Show Less
    3 hrs and 18 mins
No reviews yet