Rolling with Difficulty
@rollwithdifficulty.bsky.social
Four idiots in the Beastlands!
Rolling with Difficulty is a D&D Planescape actual play adventure. The podcast is available now on all fine audio platforms and at youtube.com/@RollingwithDifficulty
Rolling with Difficulty is a D&D Planescape actual play adventure. The podcast is available now on all fine audio platforms and at youtube.com/@RollingwithDifficulty
#PAXUnplugged day 2! We’re low on prints but high on spirits! Stop on by!
November 22, 2025 at 4:57 PM
#PAXUnplugged day 2! We’re low on prints but high on spirits! Stop on by!
The Oob (and crew) have landed! Stop by Brandland at #PAXUnplugged to say hi and have your mysteries solved
November 21, 2025 at 2:21 PM
The Oob (and crew) have landed! Stop by Brandland at #PAXUnplugged to say hi and have your mysteries solved
Join Oob in the City of Tables as Rolling with Difficulty heads to Brandland at #PAXUnplugged ! In addition to a surprise cameo from one of our dauntless detectives, the cast will be hanging out at a table packed with goodies from across the Planescape. So stop by! And we'll catch you out at PAXU...
November 17, 2025 at 5:29 PM
Join Oob in the City of Tables as Rolling with Difficulty heads to Brandland at #PAXUnplugged ! In addition to a surprise cameo from one of our dauntless detectives, the cast will be hanging out at a table packed with goodies from across the Planescape. So stop by! And we'll catch you out at PAXU...
Congrats to @atthefunk.bsky.social for getting the entire Per Aspera crew in one place (and getting married!) We're so proud of our fearless forever DM, and wish him and his wonderful wife nothing but natural 20s for life!
November 17, 2025 at 5:17 PM
Congrats to @atthefunk.bsky.social for getting the entire Per Aspera crew in one place (and getting married!) We're so proud of our fearless forever DM, and wish him and his wonderful wife nothing but natural 20s for life!
Entering the rad dimension for the first time, it's special guests @thejenna.bsky.social and @matthewkrol.nebula.tv as Sleater and Dez!
October 27, 2025 at 4:22 PM
Entering the rad dimension for the first time, it's special guests @thejenna.bsky.social and @matthewkrol.nebula.tv as Sleater and Dez!
Series regulars @overlysarcastic.bsky.social Red, @noirgalaxies.bsky.social , and @wallydraws.bsky.social ollie-in as Ross, Hot Rod, and DLC!
October 27, 2025 at 4:21 PM
Series regulars @overlysarcastic.bsky.social Red, @noirgalaxies.bsky.social , and @wallydraws.bsky.social ollie-in as Ross, Hot Rod, and DLC!
This Friday enter the rad dimension as Rolling with Difficulty kick-flips into Slugblaster! With @sophiekay.bsky.social at the wheel we've got a gaggle of tubular teens for you to meet, so tune in Friday for all the arcade antics!
Check the thread to meet our ABSOLUTELY STACKED cast! Cowabunga! (🧵)
Check the thread to meet our ABSOLUTELY STACKED cast! Cowabunga! (🧵)
October 27, 2025 at 4:19 PM
This Friday enter the rad dimension as Rolling with Difficulty kick-flips into Slugblaster! With @sophiekay.bsky.social at the wheel we've got a gaggle of tubular teens for you to meet, so tune in Friday for all the arcade antics!
Check the thread to meet our ABSOLUTELY STACKED cast! Cowabunga! (🧵)
Check the thread to meet our ABSOLUTELY STACKED cast! Cowabunga! (🧵)
Pins are back baby! You can now add enamel versions of Mystra's specialest boy and America's favorite Githyanki to your walls, bags, and more. Head on over to Crowdmade to snag pins of your very own. Supplies are limited, get them before they plane-hop away!
crowdmade.com/collections/...
crowdmade.com/collections/...
August 15, 2025 at 11:42 PM
Pins are back baby! You can now add enamel versions of Mystra's specialest boy and America's favorite Githyanki to your walls, bags, and more. Head on over to Crowdmade to snag pins of your very own. Supplies are limited, get them before they plane-hop away!
crowdmade.com/collections/...
crowdmade.com/collections/...
What does the granddaughter of a dragon listen to? @overlysarcastic.bsky.social Red's playlist has the answers!
Trystine joins the Hunting Party July 4th on Rolling with Difficulty!
Trystine joins the Hunting Party July 4th on Rolling with Difficulty!
July 2, 2025 at 2:13 PM
What does the granddaughter of a dragon listen to? @overlysarcastic.bsky.social Red's playlist has the answers!
Trystine joins the Hunting Party July 4th on Rolling with Difficulty!
Trystine joins the Hunting Party July 4th on Rolling with Difficulty!
On July 4th, @overlysarcastic.bsky.social Red
as Trystine joins the Hunting Party! The legacy of Fury of the Frost emerges in Rolling with Difficulty Campaign 3.
as Trystine joins the Hunting Party! The legacy of Fury of the Frost emerges in Rolling with Difficulty Campaign 3.
June 30, 2025 at 1:50 PM
On July 4th, @overlysarcastic.bsky.social Red
as Trystine joins the Hunting Party! The legacy of Fury of the Frost emerges in Rolling with Difficulty Campaign 3.
as Trystine joins the Hunting Party! The legacy of Fury of the Frost emerges in Rolling with Difficulty Campaign 3.
“Ophelia-
I’ve been keeping an eye out like you asked. Lots of rumors of strange things here in Krigala… I’m going to investigate, but it’s a lot of ground to cover all by ourselves.
We may have our work cut out for us.
-Rhaal”
Rolling with Difficulty: Hunting Party begins this Friday!
I’ve been keeping an eye out like you asked. Lots of rumors of strange things here in Krigala… I’m going to investigate, but it’s a lot of ground to cover all by ourselves.
We may have our work cut out for us.
-Rhaal”
Rolling with Difficulty: Hunting Party begins this Friday!
June 29, 2025 at 1:27 PM
“Ophelia-
I’ve been keeping an eye out like you asked. Lots of rumors of strange things here in Krigala… I’m going to investigate, but it’s a lot of ground to cover all by ourselves.
We may have our work cut out for us.
-Rhaal”
Rolling with Difficulty: Hunting Party begins this Friday!
I’ve been keeping an eye out like you asked. Lots of rumors of strange things here in Krigala… I’m going to investigate, but it’s a lot of ground to cover all by ourselves.
We may have our work cut out for us.
-Rhaal”
Rolling with Difficulty: Hunting Party begins this Friday!
Heed well the words of Malar and listen to Garou's character playlist!
Garou joins the Hunting Party July 4th on Rolling with Difficulty!
Garou joins the Hunting Party July 4th on Rolling with Difficulty!
June 25, 2025 at 2:33 PM
Heed well the words of Malar and listen to Garou's character playlist!
Garou joins the Hunting Party July 4th on Rolling with Difficulty!
Garou joins the Hunting Party July 4th on Rolling with Difficulty!
On July 4th, @wallydraws.bsky.social as Garou joins the Hunting Party! Beware the Bloodied Mask of Malar in Rolling with Difficulty Campaign 3.
June 23, 2025 at 2:15 PM
On July 4th, @wallydraws.bsky.social as Garou joins the Hunting Party! Beware the Bloodied Mask of Malar in Rolling with Difficulty Campaign 3.
Need a soundtrack for your next spell casting session? Check out Katya's character playlist!
Katya joins the Hunting Party July 4th on Rolling with Difficulty!
Katya joins the Hunting Party July 4th on Rolling with Difficulty!
June 18, 2025 at 2:06 PM
Need a soundtrack for your next spell casting session? Check out Katya's character playlist!
Katya joins the Hunting Party July 4th on Rolling with Difficulty!
Katya joins the Hunting Party July 4th on Rolling with Difficulty!
On July 4th, @sophiekay.bsky.social as Katya joins the Hunting Party! The mysterious Seer Stray's last and only choice is to defend the Beastlands in Rolling with Difficulty Campaign 3.
June 16, 2025 at 3:08 PM
On July 4th, @sophiekay.bsky.social as Katya joins the Hunting Party! The mysterious Seer Stray's last and only choice is to defend the Beastlands in Rolling with Difficulty Campaign 3.
A big thank you to @e-johnsen.bsky.social who made us the cutest little guys! It’s always good to see the crew of the Per Aspera again, especially in such adorable form
June 16, 2025 at 1:58 AM
A big thank you to @e-johnsen.bsky.social who made us the cutest little guys! It’s always good to see the crew of the Per Aspera again, especially in such adorable form
Plus, returning to the pod, @sophiekay.bsky.social @wallydraws.bsky.social @overlysarcastic.bsky.social and our fearless GM for Die RPG, @noirgalaxies.bsky.social
June 13, 2025 at 4:23 PM
Plus, returning to the pod, @sophiekay.bsky.social @wallydraws.bsky.social @overlysarcastic.bsky.social and our fearless GM for Die RPG, @noirgalaxies.bsky.social
Meet the cast of our latest one-shot, "Do or Die" a Die RPG adventure! First up are our wonderful guests from @magehandhighfive.bsky.social , Max and Robin!
June 13, 2025 at 4:23 PM
Meet the cast of our latest one-shot, "Do or Die" a Die RPG adventure! First up are our wonderful guests from @magehandhighfive.bsky.social , Max and Robin!
Want to get the vibe of our newest aberration? Check out Kireek's character playlist!
Kireek joins the Hunting Party July 4th on Rolling with Difficulty!
Kireek joins the Hunting Party July 4th on Rolling with Difficulty!
June 11, 2025 at 3:08 PM
Want to get the vibe of our newest aberration? Check out Kireek's character playlist!
Kireek joins the Hunting Party July 4th on Rolling with Difficulty!
Kireek joins the Hunting Party July 4th on Rolling with Difficulty!
This Friday Rolling with Difficulty presents a DieRPG one-shot adventure with special guests Robin and Max from @magehandhighfive.bsky.social !
When old friends are pulled into their high school D&D game, they'll be pushed to their emotional limits. Will they give in to the fantasy?
When old friends are pulled into their high school D&D game, they'll be pushed to their emotional limits. Will they give in to the fantasy?
June 10, 2025 at 6:58 PM
This Friday Rolling with Difficulty presents a DieRPG one-shot adventure with special guests Robin and Max from @magehandhighfive.bsky.social !
When old friends are pulled into their high school D&D game, they'll be pushed to their emotional limits. Will they give in to the fantasy?
When old friends are pulled into their high school D&D game, they'll be pushed to their emotional limits. Will they give in to the fantasy?
On July 4th, @noirgalaxies.bsky.social as Kireek joins the Hunting Party! With first-hand understanding of the foe they face, the Scythe and the Subjugate stands ready to defend the Beastlands in Rolling with Difficulty Campaign 3.
June 9, 2025 at 3:26 PM
On July 4th, @noirgalaxies.bsky.social as Kireek joins the Hunting Party! With first-hand understanding of the foe they face, the Scythe and the Subjugate stands ready to defend the Beastlands in Rolling with Difficulty Campaign 3.
A sneak preview of our new background for Hunting Party courtesy of the wonderful Kimiko! Everyone say thanks and check out the rest of her fabulous art over at @tanukimi.s over on Instagram!
June 2, 2025 at 6:16 PM
A sneak preview of our new background for Hunting Party courtesy of the wonderful Kimiko! Everyone say thanks and check out the rest of her fabulous art over at @tanukimi.s over on Instagram!
When Aberrations scar the natural splendor of the Beastlands, only one team can stop them. The hunt is on, gather your dice and join the party....
Rolling with Difficulty campaign 3: "Hunting Party" debuts July 4th! Are you ready to answer the call of the wild?
Rolling with Difficulty campaign 3: "Hunting Party" debuts July 4th! Are you ready to answer the call of the wild?
June 2, 2025 at 6:12 PM
When Aberrations scar the natural splendor of the Beastlands, only one team can stop them. The hunt is on, gather your dice and join the party....
Rolling with Difficulty campaign 3: "Hunting Party" debuts July 4th! Are you ready to answer the call of the wild?
Rolling with Difficulty campaign 3: "Hunting Party" debuts July 4th! Are you ready to answer the call of the wild?
#PAXEast day 2 for the RWD crew! Say hi if you see @noirgalaxies.bsky.social and @sophiekay.bsky.social on the floor!
May 10, 2025 at 1:53 PM
#PAXEast day 2 for the RWD crew! Say hi if you see @noirgalaxies.bsky.social and @sophiekay.bsky.social on the floor!
#PAXEast time! Catch @noirgalaxies.bsky.social and @sophiekay.bsky.social on the floor for some good karma on your next roll ✨
May 9, 2025 at 12:23 PM
#PAXEast time! Catch @noirgalaxies.bsky.social and @sophiekay.bsky.social on the floor for some good karma on your next roll ✨