How to run a Skill Challenge in Dungeons & Dragons 5th Edition! | Dungeon Master Tips

Skill challenges are a mechanic from 4th edition Dungeons & Dragons that work extremely well in 5th edition. They allow dungeon masters to create exciting and engaging scenarios out of what would otherwise be a single boring roll of the die.

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Skill challenges require players to overcome three or more obstacles by using their skills (athletics, acrobatics, etc.), and get through all of those obstacles before they fail their skill checks three times. The more obstacles, the harder the challenge.

I use a challenge from my current Curse of Strahd campaign as an example/tutorial, so that you can get a concrete idea of how a skill challenge works.

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Be sure to watch: "Do NOT run Curse of Strahd without watching this guide!"
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