Cover art for podcast Rolling with Difficulty

Rolling with Difficulty

72 EpisodesProduced 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...Join the crew of the Per Aspera as they make a living in the expanse of the scape. No job is too odd, no region too remo… read more

72 Episodes | 2021 - 2024

Farewell

February 22nd, 2024

0:39

An important message from RadioPublic

Campaign 1 Wrap-Up Q&A: To The Stars

March 26th, 2024

1:59:21

This episode originally aired as a YouTube Livestream!

At the end of the Per Aspera campaign, the crew answers your questions about the adventures thus far, and gives a taste of what is to come!

---Our show contains …

Rolling with Difficulty Season 5 Episode 10: “Hearts Unbound”

March 15th, 2024

3:36:12

CONTENT WARNING: Stress, Anxiety, the Five Stages of TTRPG Combat Grief

After saving the Planescape, the crew faces their greatest foe, DX-TR. The …

Rolling with Difficulty Season 5 Episode 9: “Mindflayer Over Matter”

March 8th, 2024

2:54:31

CONTENT WARNING: Character Death, Kidnapping

One foe vanquished, the crew delves deeper into the Dreadnought. Their target all too eager to greet them. In the final confrontation with the Progenitor, will all their …

Rolling with Difficulty Season 5 Episode 8: “Vivisector”

March 1st, 2024

3:23:49

CONTENT WARNING: Body Modification

Returning to the Synobium for the final time, the crew begins their assault on the Dreadnaught. Many foes lie in …

We're Level Fourteen!

February 26th, 2024

8:12

The end is looming and we forgot to announce it, but turns out, breaking the laws of the Planescape let you level up! Enjoy this surprise lil get stronger session before the campaign finale!

---Our show contains fantasy …

Rolling with Difficulty Season 5 Episode 7: “Descent”

February 23rd, 2024

2:50:52

The final confrontation begins. The Per Aspera descends the Abyss, on the heels of the Dreadnaught. The forces of evil may stand against them, but as they speed through the Planescape, the only thing between the crew …

Rolling with Difficulty Season 5 Episode 6: “Eye of the Beholder”

February 16th, 2024

3:11:07

Content Warning: Interrogation

Enlisting the aid of an old friend to help their new one regain his mind, the crew regroups in Sigil, at the Palace of …

Season 5 Mid-Season Q&A: The End is Nigh

February 7th, 2024

1:31:46

This episode originally aired as a YouTube Livestream!

We're halfway through season 5! The cast answers your questions and teases a bit about campaign …

Rolling with Difficulty Season 5 Episode 5: “Countdown”

February 2nd, 2024

4:33:09

Time is ticking as the crew rushes to diffuse the Mindflayer's psionic destroyers. Delving into the depths of where the Plane of Earth meets the Astral sea, every step takes them closer to their goal, and every round …

Rolling with Difficulty Season 5 Episode 4: “Fossils and Roots”

January 26th, 2024

3:41:49

Content Warning: Body Horror, Body Alteration, Spiders

Answering the B-Team's call, the crew rushes to the Beastlands. There they find an old threat, …

We're Level Thirteen!

January 22nd, 2024

14:54

We're level thirteen! The crew prepares to fight the big fight by leveling up.

---Our show contains fantasy violence (and the occasional foul …

Rolling with Difficulty Season 5 Episode 3: “Sanctum”

January 19th, 2024

4:11:52

Improvements to the Per Aspera well underway, the crew continues their grand tour of the Planescape, revisiting old friends and encountering old …

Rolling with Difficulty Season 5 Episode 2: “Unchained”

January 12th, 2024

4:10:14

In order to pay for the upgrades needed to break the laws of the Planescape, the Per Aspera crew must return to more familiar routines, and do a job for the Heap. Demons, ichor, fires and more await them on a fetch …

Rolling with Difficulty Season 5 Episode 1: “Defenses Down”

January 5th, 2024

3:21:46

In the season premiere for the final season of the Per Aspera campaign, the crew picks up right where they left off, with a mysterious meeting with …

Rolling with Difficulty Presents: "A Disappearance in the City of Walls: Part 2"

November 17th, 2023

3:59:43

Returning to Ba Sing Se we catch up with our crew as they continue their search for the missing Ambassador's children. Will they find them in time? …

Rolling with Difficulty Presents: "A Disappearance in the City of Walls: Part 1"

November 3rd, 2023

4:12:31

In the city of walls and secrets, five unlikely heroes unravel a mystery, breaking walls and following the trail of kidnapped Fire Nation kids. Join …

Season 4 Post-Season Q&A: Another One Down

September 26th, 2023

2:02:42

This episode originally aired as a YouTube Livestream!

The cast answers your hardest-hitting questions as we recap season 4!

---Our show contains …

We're Level Twelve!

September 18th, 2023

11:36

We're level 12! The crew takes a minute post-season to roll some hit dice and make difficult, multi-class related choices...

---Our show contains …

Rolling with Difficulty Season 4 Episode 10: “Inevitable”

September 15th, 2023

4:18:14

In the finale of season 4, the Per Aspera and her crew (and their new Nautiloid, no biggie) parse the notes left behind by the Mindflayers. Intent on discerning the next move of their foes, they plunge the depths of the …

Rolling with Difficulty Season 4 Episode 9: “Calamari Chaos”

September 8th, 2023

4:15:06

Recovering from their marathon and with new knowledge of the Mindflayer locations, the crew consults with their assembled party guests and makes a …

Rolling with Difficulty Season 4 Episode 8: “Noble Deeds”

September 1st, 2023

3:32:55

CONTENT WARNING: Character Death, Ceremorphosis

As Kyana rushes to punch the Elder Brain, the rest of the crew struggles to keep up. Will they charge into the unknown, regardless of what they encounter? Or will the …

Rolling with Difficulty Season 4 Episode 7: “Inner Depths”

August 25th, 2023

4:13:26

Jumping right out of the party and on to the rescue, the updated crew head to save their Drow-of-choice Cressida. Sinking to the Mindflayers level once more, will they make it in time? Or will they struggle to come up …

We're Level Eleven!

August 21st, 2023

11:00

We're level 11! Dani is no longer the only healer! Kyana has ghosts! VR-LA can shock even more! Vhas reveals his class levels!

---Our show contains …

Rolling with Difficulty Season 4 Episode 6: “Til Death Do Us Part”

August 18th, 2023

3:48:38

After a lifetime of planning (and many conspiracy boards) it's finally time for the wedding of Finbar and Elyse! As the crew begins a new chapter, will unexpected guests come to object?

---Our show contains fantasy …

Season 4 Midseason Q&A: Oops We Did It Again

August 11th, 2023

1:09:32

This episode originally aired as a YouTube Livestream!

The cast answers your burning question halfway through season 4!

---Our show contains fantasy …

Rolling with Difficulty Season 4 Episode 5: “Here Comes the Bride”

August 4th, 2023

3:38:46

The wedding day is nearly here! The crew scatters to the various preparations, delivering invitations, picking up the cake, finding the perfect gift, and...more? Well whatever uninvited guests party planning brings, the …

Rolling with Difficulty Season 4 Episode 4: “Races and Reunions”

July 28th, 2023

4:14:22

Summoned to Pandemonium for a showdown with a familiar rider, the crew find themselves splitting the party. Genasi on hellride, and the rest in the stands. Will they enjoy a day at the track? Or will a familiar face …

Rolling with Difficulty Season 4 Episode 3: “Eye of the Efreeti”

July 21st, 2023

3:48:26

When the Rakshasa Golzar demands Finbar repay his debts, the crew once more returns to the City of Brass, but this time, they're tangling with the …

Rolling with Difficulty Season 4 Episode 2: “Escape from Avernus”

July 14th, 2023

3:13:10

On their first job from Oto in a while, the crew returns to Avernus and quickly find themselves once more enjoying the speed of travel common on the plane. New clients are met, deliveries are made, and above all else, …

Rolling with Difficulty Season 4 Episode 1: “Loose Ends”

July 7th, 2023

3:38:46

After narrowly escaping the Gith stronghold, the new crew of the Per Aspera must reckon with the old. Tempers flare, difficulty conversations are …

Rolling with Difficulty Presents: "Weird Little Dudes"

May 26th, 2023

2:41:32

While the crew is away, the little dudes will play! When Captain Plug notices strange happenings on the Per Aspera, he assembles the rest of the familiars of the ship to investigate. Will they be able to protect their …

Season 3 Wrap-Up Q&A

April 6th, 2023

1:03:51

This episode originally aired as a YouTube Livestream!

The cast answers your questions as we recap season 3!

---Our show contains fantasy violence (and …

Rolling with Difficulty Season 3 Episode 10: “Caged Hearts”

March 17th, 2023

5:21:18

CONTENT WARNING: Character Death, Trauma, Violence

Undertaking their greatest (and somehow silliest) mission yet, the crew prepares to delve into the …

We're Level Ten!

March 14th, 2023

12:50

We're level 10! Dani is so so weak! Kyana rolls the nice number! VR-LA is making some bold changes! Finbar completes his arc! Austin does not …

Rolling with Difficulty Season 3 Episode 9: “Rematch”

March 10th, 2023

3:38:26

At the site of their greatest defeat, the crew returns renewed, stronger, and ready to face off against the Gish warrior Endellion. Are their …

Rolling with Difficulty Season 3 Episode 8: “Elemental Exterminators”

March 3rd, 2023

3:39:59

Preparing for a rematch with an old foe, the crew splits up to check a few to-dos off their lists. Returning for the clockwork staff and visiting a …

Rolling with Difficulty Season 3 Episode 7: “Repercussions”

February 24th, 2023

3:00:02

CONTENT WARNING: Intense Emotional Distress, Violence, Grief, Suicide

After a perilous journey and an unfulfilling ending, the crew limps to Sigil. …

Season 3 Midseason Q&A

February 23rd, 2023

1:23:31

This episode originally aired as a YouTube Livestream!

The cast answers fan questions and chats the journey through the VR-LA season thus far!
 
---Our …

Rolling with Difficulty Season 3 Episode 6: “Ad Astra: Part 2”

February 17th, 2023

4:21:40

Arriving at the Fugue Sea in Acheron, the crew begins their descent into the cube in search of the long-lost Ad Astra. Like much of the journey thus far, everything and everyone in this plane hinders their progress. …

Rolling with Difficulty Season 3 Episode 5: “Ad Astra: Part 1”

February 3rd, 2023

3:49:27

Beginning their search for the Ad Astra, the crew descends into the second layer of Acheron. This journey promises endless encounters, difficulty …

Rolling with Difficulty Season 3 Episode 4: “Familiar Melodies”

January 27th, 2023

3:34:38

With a new ally in tow, the crew heads to an old friend for guidance as they search for the second layer of Acheron. A heading in hand, they make for …

Rolling with Difficulty Season 3 Episode 3: “Emi”

January 20th, 2023

3:35:15

Off to pick up a precious moment for their new babysitter (and perhaps make some progress with Mystra), the crew of the Per Aspera returns to the plane Bytopia. Their simple mission is quickly sidetracked by a new …

We're Level Nine!

January 16th, 2023

17:48

We're level 9! Dani gets fireball! Kyana may surprise you! VR-LA debates making another deal with the devil! Finbar continues to be the only adult in …

Rolling with Difficulty Season 3 Episode 2: “Tales of the Planescape”

January 13th, 2023

4:36:18

On a forced vacation, each member of the Per Aspera crew sets off on their own mini adventure. From favors for old friends, heartfelt connections, …

Rolling with Difficulty Season 3 Episode 1: “Ignition”

January 6th, 2023

3:57:05

VR-LA receives a contact from his new patron, but he's not the only one hearing from their employers. The crew returns to the City of Brass at the behest of Oto, unhappy with their truancy, and ready to send them on yet …

Rolling with Difficulty Presents: "Curse of the Amulet"

October 31st, 2022

4:12:36

Welcome to a very spooky special from the Rolling with Difficulty team! We mix up who sits in the Keeper chair as Sophia runs a haunting one-shot in …

Season 2 Q&A: "Wrap Up"

September 17th, 2022

2:00:16

This episode originally aired as a YouTube livestream!

It's time for one last hurrah before closing the book on season 2! The cast gathers to answer …

Rolling with Difficulty Season 2 Episode 10: “What the Heart Wants: Part 2”

September 2nd, 2022

4:18:34

In this the season 2 finale, the crew of the Per Aspera race Elyse and Davian through the Beastlands. Just finding their twilight fruit is only the beginning of their trouble, as there is still the matter of the …

Rolling with Difficulty Season 2 Episode 9: "What the Heart Wants: Part 1"

August 26th, 2022

3:20:55

After defeating the Topaz dragon awaiting them on the Plane of Salt, the Per Aspera and her crew settle in for a relaxing week of downtime. After catching up on their respective to-do lists, they find themselves once …

Rolling with Difficulty Season 2 Episode 8: "Against Entropy"

August 19th, 2022

4:28:43

Content Warning: Rot, Fungi, Trypophobia

Hot on the tails of the attack on the guild, the crew of the Per Aspera and the much angrier Elyse chase their Genasi to the Plane of Salt. In the greyscale wasteland, all sorts …

Rolling with Difficulty Season 2 Episode 7: "Overclock"

August 12th, 2022

3:50:31

Content Warning: Rot, Fungi, Trypophobia

Exiting the cave lair of the fanatical fungi, the crew of the Per Aspera and Riggs take a moment to breathe. Just a moment though, as a call from Sigil sends them rocketing back …

Rolling with Difficulty Season 2 Episode 6: "Reversals"

August 5th, 2022

4:20:09

Content Warning: Rot, Fungi, Trypophobia

A moment's respite in the City of Brass is cut short by a dire message from a familiar face. Will the crew be able to rescue their charge in time? Or will the rot claim another …

We're Level Eight!

August 3rd, 2022

16:27

After an adventure with Hans, the gang was feeling a little...stronger. Come listen and find out what new abilities the crew has at level eight!

Season 2 Q&A: Halfway There

August 1st, 2022

1:07:39

We answer questions from you about the ongoing adventures of the Per Aspera!

This episode was originally recorded as a livestream on the Rolling with …

Rolling with Difficulty Season 2 Episode 5: "Ascent"

July 29th, 2022

4:22:08

When an unusual cleric asks for passage to Mt. Celestia, who is the crew to refuse? Offering their helping Hans, they find themselves victim of not …

Rolling with Difficulty Season 2 Episode 4: "Stowaway"

July 22nd, 2022

3:14:52

Content Warning: Gun Reference and Use (Pistol), Psychological Horror, Nightmares, Trauma, Descriptions of deadly injuries

---This episode deals with …

Rolling with Difficulty Season 2 Episode 3: "Mothership"

July 15th, 2022

3:58:44

When a familiar face turns up in the City of Doors, the crew finds themselves on the hunt for an exiled queen. What they find instead is a mysterious ziggurat, eerie apparitions, and a stranger. Will the crew be able to …

Rolling with Difficulty Season 2 Episode 2: "All Dressed Up and Spore-Where To Go"

July 8th, 2022

3:38:40

Content Warning: Rot, Fungi, Trypophobia

Trapped by polite society, the crew must navigate the delicate waters of a gala they weren't necessarily …

Rolling with Difficulty Season 2 Episode 1: "Everything's Gotta Eat"

July 1st, 2022

4:08:22

Content Warning: Rot, Fungi, Trypophobia

Four idiots and a Spelljammer are back baby! And in the season 2 premiere, the crew of the Per Aspera gets up to all their usual hijinks, from wrangling a frosty lizard to …

We're Level Seven!

May 27th, 2022

17:03

Season 2 is on the way, but while we await July 2nd, the crew got a little...stronger...

Come level up with the gang and get a sneak preview of some …

Rolling with Difficulty Episode 0: "The Lost Episode"

April 1st, 2022

3:23:47

Opening the Rolling with Difficulty vault, we're sharing our practice run pre-season one, session 0! A little rough, a little tumble, but still a fun …

Season 1 Q&A: Behind the DM Screen

March 18th, 2022

2:09:50

The cast gets together for one last hurrah (until we record season 2 but anyway) to recap season 1 and answer fan questions! Also to bully Austin, …

Rolling with Difficulty Season 1 Episode 8: "Meeting in the Pit"

February 25th, 2022

3:28:32

In the wake of Kyana's capture, the rest of the gang is of one mind. They will make for the Material Plane, and they will get their monk back. What horrors await them? What sinister purpose do the Mind Flayers have for …

Rolling with Difficulty Season 1 Episode 7: "Mechanite Mayhem"

February 18th, 2022

3:10:09

Pulling the tread of VR-LA's newest recollections, the gang makes for Mechanus. In the land of gears and law, they run into a powerful figure from …

Rolling with Difficulty Season 1 Episode 6: "Brass Tales and Mysterious Threads"

February 11th, 2022

2:48:24

On the heels of their unexpected reunion with the Prior, the crew of the Per Aspera finally returns to the City of Brass to finish their contract with the shrewd fire genasi, Otto. Debts are paid, armor is smithed, and …

Rolling with Difficulty Season 1 Episode 5: "Old Monks Die Hard"

February 4th, 2022

3:22:01

Having successfully defeated the bandit bunnies threatening Finbar's hometown, the crew takes a well-earned breather and Yub Nubs it up with the …

Rolling with Difficulty Season 1 Episode 4: "Teatime with the Mad Hatter of Faerie"

January 28th, 2022

4:09:07

Fall down the rabbit hole with Kyana and the crew as a simple town-fortification mission goes horribly wrong. Of course, "horribly wrong" is just par …

Rolling with Difficulty Season 1 Episode 3: "Out of Avernus and Into the Fire"

January 21st, 2022

3:10:58

Go VR-LA Racer, Go! With Gith hot on their trail (and a hold full of loot) the crew of the Per Aspera is speeding across the Astral Sea running for …

Rolling with Difficulty Season 1 Episode 2: "Hell and Back Again"

January 14th, 2022

3:28:51

Descend into Avernus! Wait no, not like that, we just have a train to rob!

Returning from a successful gig, the crew of the Per Aspera wastes no time …

Rolling with Difficulty Season 1 Episode 1: "A Matter of the Heart"

January 7th, 2022

4:04:07

Welcome to the Planescape dear viewers, and to the very first episode of Rolling with Difficulty!

On their first (televised) adventure, the crew of …

Rolling with Difficulty: Trailer

December 3rd, 2021

1:55

Meet the crew of the Per Aspera! These plane-hopping morons will do any job, no matter how questionable or dangerous. With the help of the Per Aspera, their trusty Spelljammer, they just might find success, despite how …

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