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Roll20 Rolls Out Plans For A Fully Armed And Operational D&D 5.5E Characters

3 Minute Read
Jun 30 2025
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Over the weekend, Roll20 rolled out its roadmap to a fully updated, armed, and operational new D&D Roll20 character sheet.

It feels like the race is on for D&D 5.5E. As the dust around the launches settles, and the first few post core rulebook releases like Dragon Delve and Eberron: Forge of the Artificer get ready to hit shelves, the digital toolsets start to coalesce. Over the last year or so, since the launch of the new edition, Roll20 has been working on a new 5.5E character sheet.

And in an update over the past weekend, the virtual tabletop platform revealed its plans for D&D 2024. It starts with a character sheet, but that’s only the beginning.

Roll20 D&D Character Sheet Roadmap: The Sheet is Only the Beginning

Over the last few months, you might have noticed Roll20’s D&D sheet getting a steady stream of improvements. Among the many new additions, there’s been support for mod scripts and homebrew features—but all of that was just a precursor.

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In the D&D roadmap blog post, Roll20 revealed two new features that spring from a new Loot Manager system: the ability to make interactive shops and treasure chests; and the ability to sync conditions between your sheets and tokens.

The Loot Manager system, in particular, is very exciting to me. The condition sync thing is more of a “well this should just be how it works” kind of thing. But with the Loot Manager system, DMs have a chance to quickly and on the fly create “storefronts and treasure chests”. Although, I do have to say, there’s one part of the new system that feels a little like optimizing the fun out of the game, to me.

“Our new Loot Manager system lets DMs quickly generate storefronts and treasure chests using owned compendium content, complete with pricing, rarity, and item details. Players can browse and “buy” at their own pace. It will even auto-generate a shop or chest for you in moments.”

Here’s the thing. A big part of D&D is roleplaying with your shopkeepers. You have to talk to a guy and then write down on your inventory sheet what you’re buying. And I get that many DMs maybe just would welcome the ability to throw up a list of gear and say “yeah here’s what they have” or may supplement a shop by genning it up quickly. But some of this starts to feel like “video game with extra steps.”

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Which is weird, because the interactive treasure chest thing feels like a boon that replicates the idea of open chest, get an item card handed to you in person. You never can tell. At any rate, these two features roll out in July, and are only the tip of the iceberg. Here’s a look at the full roadmap.

For full details, check out the link below!!

Look for more of the Roll20 Roadmap Rollout in July!


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Author: J.R. Zambrano
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