Scratchy, The Claw, and DJ Badguy have officially gone undercover — and the con is working better than it should. After being intercepted in the fog by a half-orc warrior gang on a giant hyena, our crew gets their first look at the legendary stronghold tucked inside the Cleavaige: a full-on bandit city, tiered walls and all, with a ten-story keep looming over everything like a very bad idea waiting to happen.

With their Viscari tattoos doing just enough of the talking, the party fast-talks their way past the gate alongside Wolfskull and her raiders, picks up some spicy lore about a Viscari family civil war (Irontusk vs. Dragas — choose your side carefully), and gets a crash course in how Bandit Town actually works: three raiding factions, a merit-based system to climb the tiers, and somewhere at the top, the answers they're looking for. Also, goblins fall off roofs. It's a whole thing.

No levels gained. No regrets? Some regrets. Mostly involving juggling and poor intimidation checks.

Can We Level Up Yet? is a comedy Dungeons & Dragons actual play podcast set in the Endless Isles — where the heists keep escalating and the party's cover stories keep getting more elaborate.

New episodes every week
Join the Patreon for pre-show hang, post-show recaps, and Piddles' Party — the in-character Real Housewives style reunion show

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They survived the death match. They leveled up. Things are about to get so much worse.

In this episode of Can We Level Up Yet?, the dust settles after the fight pit — and the crew walks away with broken ribs, a destroyed homunculus, and somehow… syndicate membership. Welcome to the Vescari organization, where the perks include free tattoos, weekly death matches, and a surprisingly chatty tattoo artist with a lot of feelings about Chuckiano.

With their new criminal credentials (permanently inked, visibly placed, immediately covered up), the crew sets out on a several-day journey toward the Cleavaige — the bandit-controlled valley at the center of the island where Bluepaw the Bandit is rumored to be hiding. But the road has other plans.

Also: Mastiff saddles, a sinkhole where an embassy used to be, franchise shops in a fantasy world, and an encounter on horseback that tests the crew's commitment to being the good guys. Mostly good. Situationally good. Good-adjacent.

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Piddles is gone. The crystals are gone. And somehow… this is fine.

In this milestone episode of Can We Level Up Yet?, the crew wakes up to the aftermath of Blue Paw's visit — and nothing on the ship is where they left it. Murphy takes it personally. Ripple takes it dramatically. Max takes it as a sign that it's time to become criminals.

Enter: Scratchy, The Claw, DJ BadGuy, and the disguise montage nobody asked for but everyone needed.

Hot on the trail of the legendary Tabaxi art thief known as Bluepaw the Bandit, the crew gets a lead that points straight into the heart of Tidia's most dangerous bandit territory. But infiltrating a criminal syndicate means earning your place — and Irontusk Vescari doesn't hand out membership cards.

He hands out death matches.

Also: raccoon people, negotiating math that doesn't add up, a bounty hunter with surprisingly good vibes, and Max getting grounded again.

Episode 10. We made it this far. Don't stop now.

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A packed tavern. A breakout performer. And a carnival that definitely wasn’t supposed to go like this.

In this episode of Can We Level Up Yet?, the crew finally explores Tittia—starting with a night at the Dancing Goat that spirals into freestyle rap, questionable business ventures, and Ripple’s brief return to the stage. But what begins as a fun night out quickly turns into something else entirely.

Murphy follows a lead that hits closer to home than expected. Max discovers a new favorite game (and immediate regret). Ripple proves that confidence is not the same as skill.

And somewhere between carnival games, suspicious wagons, and a very bad idea involving magic… the crew may have just made powerful enemies.

Also: milk, nut ball, and the worst stealth mission in history.

Then—just when things couldn’t get stranger—something on the ship changes everything

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A mysterious flash lights up the western horizon… and suddenly, nothing feels accidental anymore.

In this episode of Can We Level Up Yet?, the crew limps toward Titia after barely surviving a rift to the Smoke Plane—only to stumble into new problems, new allies, and very questionable financial decisions. Murphy wrestles with a gut feeling that something bigger is happening. Ripple invents solutions (and possibly new problems). Max continues his rise as the world’s most enthusiastic boy hero.

Along the way, they encounter imperial tax collectors, elite sea mercenaries, and whispers of a dangerous art thief tied to a Tabaxi past that might hit a little too close to home.

Also: pancakes, ship upgrades, and a crowd forming for someone called Little Wittles.

You know. Normal hero stuff.

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A secret laboratory.
A runaway elemental rift.
And a decision that might be the worst idea this party has ever had.

In Episode 7 of Can We Level Up Yet?, the crew of the Sailing Sales uncovers a hidden research facility built by the Technocratic Alliance of Gnomish Islands. The lab was meant to study teleportation through the mysterious Plane of Smoke.

Something went very, very wrong.

With the facility collapsing and the portal spiraling out of control, the party must figure out how the strange arcane machinery works before the entire island gets dragged into the elemental planes. Unfortunately, their solution involves experiments, improvisation, and a level of confidence that may not be fully deserved.

Meanwhile, Ripple discovers the past has a way of catching up with you. Especially when that past includes an old rival from the Adventurer’s League.

Expect chaotic problem solving, questionable portal safety practices, and the kind of decisions that only make sense when you're level three.

Will the crew stop the rift?
Will the lab survive?
And will anyone involved learn a lesson from this?

Probably not.

But they might level up.

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A smoke elemental battle leads the crew of the Sailing Sales into a hidden research facility where a dangerous magical experiment has gone horribly wrong.

In Episode 6 of Can We Level Up Yet?, the Best New D&D actual play podcast of 2026 dives into chaotic combat, arcane experiments, and improvised heroics as Murphy, Ripple, and Max attempt to stop a planar rift from flooding the mountain with smoke elementals.

After sealing one portal, the crew discovers the real source of the problem: a T.A.G.I. elemental research facility that was experimenting with teleportation magic and dimensional rifts. What they find inside includes shattered containment chambers, abandoned laboratories, and evidence that the gnomish researchers were trying to harness elemental energy to teleport entire ships across the Endless Isles.

But the experiment didn’t just fail.

It created something far worse.

With unstable portals, rogue elementals, and a magical feedback loop threatening to tear the facility apart, the crew must figure out how to shut it down before the entire mountain explodes into another plane.

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The battle is over.

The questions are not.

In the aftermath of the Salt-Cursed assault, the crew of the Sailing Sales finds themselves navigating something far more complicated than undead sailors: gratitude, suspicion, and the uncomfortable reality that they may have played a role in what happened.

Repairs begin. Stories spread. The village processes what it survived.

Max wrestles with what heroism actually costs. Murphy refuses to let the mystery go. Ripple insists this is all part of a much larger understanding of arcane phenomena.

It is unclear whether that understanding exists.

Episode 5 continues the story in Can We Level Up Yet?, the Best New Dungeons & Dragons podcast of 2026. This narrative-first D&D actual play blends character-driven improv, escalating world-building, and just enough chaos to keep the Endless Isles unpredictable.

The storm has passed.

The wake is still moving.

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