Can We Level Up Yet?

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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What is Can We Level Up Yet??

Best New D&D Podcast 2026

Can We Level Up Yet? is a narrative-first Dungeons & Dragons actual-play podcast set in a sprawling fantasy world of floating islands known as the Endless Isles.

The story follows the crew of The Sailing Sales as a washed-up wizard, a would-be boy-hero, and a deeply traumatized tabaxi travel from island to island, trying to help, make money, and avoid the consequences of their own decisions. Plans fail, dice betray them, and improvisation drives the story in unexpected directions.

This D&D actual play podcast is rules-light and roleplay-heavy, built around collaborative storytelling, character-led improv, and table chemistry. The narrative grows organically through bad ideas, worse dice rolls, and moments of accidental heroism that feel earned because they aren’t scripted.

If you’re looking for a funny D&D podcast, a story-driven actual play, or the Best New Dungeons & Dragons podcast built around improv, characters, and chaos, follow and support Can We Level Up Yet? to help keep the chaos rolling and the story growing.