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DM Lessons Learned from Standup Comedy with Kyle Shire

An episode of the How to Be a Better DM: Dungeon Master Tips for the DM Newbie, the Hobbyist and the Forever DM podcast, hosted by Justin Lewis, titled "DM Lessons Learned from Standup Comedy with Kyle Shire" was published on June 26, 2025 and runs 34 minutes.

June 26, 2025 ·34m · How to Be a Better DM: Dungeon Master Tips for the DM Newbie, the Hobbyist and the Forever DM

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Here are today's sponsors:Worldsmith - Easy D&D Prep - Start a Free 7 Day Trial: https://session0studios.com/worldsmith-podcastRoll and Play Press - Easier D&D: https://session0studios.com/rollandplayStudio Fantasms: https://session0studios.com/fantasmsOur Patreon: https://session0studios.com/patreonWhile our guest, Kyle Shire, has many talents and credits to his name, major ones including his senior producer role at Critical Role as well as being the creator of the Queen By Midnight boardgame. However, his time as a standup comedian brings some unique lessons for DMs that we have yet to explore on our podcast!Follow Kyle Shire for more inspirational projects he is working on!Special thanks to:Benj Weyland for Graphic Design (https://www.instagram.com/benjweydesign/)TJ Max, Juka, and TechSenpai for being amazing moderatorsKyle Wilson, Nick Ammann and Professor Nobody for being our patrons.Mentioned in this episode:Brought to you by Session 0 StudiosVisit session0studios.com for more information.I Made a CR 100 MonsterI made a Monster with a Challenge Rating of 100 Why? Because I could—and it only took me 5 minutes using Worldsmith. And the best part? You can do this and much more. Get a free 7-day trial at session0studios.com/worldsmith and unlock their full suite of TTRPG generators from monsters to mythic magic items and everything in between. Yep, that’s a full 7-day trial—completely free. That’s a whole week of monsters, magic items, and more—whatever you need, zero burnout. Try it now at session0studios.com/worldsmith. Save time and make unlimited creations with Worldsmith. Join Our DiscordSo a little bit of a spoiler alert. We’re building an army. That’s right, we’re building an army of amazing dungeon masters who want to make the world of D&D a better place. If you want to join our army and fight by our side against the evil forces of boredom and bad dming, join our Discord and lend your voice to the cause. Go to Session0studios.com/discord and join for free today. DiscordGive Us a Rating and ReviewYou obviously have really good taste, you’re listening to How to Be a Better DM after all. We thank you for your support. If you’ve ever gotten anything useful from our show, take a minute to give us a rating and a review. It goes a very long way to making it so How to Be a Better DM can help many more dungeon masters just like you. If you love our content, help others become better dungeon masters too.

Here are today's sponsors:

Worldsmith - Easy D&D Prep - Start a Free 7 Day Trial: https://session0studios.com/worldsmith-podcast

Roll and Play Press - Easier D&D: https://session0studios.com/rollandplay

Studio Fantasms: https://session0studios.com/fantasms

Our Patreon: https://session0studios.com/patreon

While our guest, Kyle Shire, has many talents and credits to his name, major ones including his senior producer role at Critical Role as well as being the creator of the Queen By Midnight boardgame. However, his time as a standup comedian brings some unique lessons for DMs that we have yet to explore on our podcast!

Follow Kyle Shire for more inspirational projects he is working on!

Special thanks to:

Benj Weyland for Graphic Design (https://www.instagram.com/benjweydesign/)

TJ Max, Juka, and TechSenpai for being amazing moderators

Kyle Wilson, Nick Ammann and Professor Nobody for being our patrons.

Mentioned in this episode:

Brought to you by Session 0 Studios

Visit session0studios.com for more information.

I Made a CR 100 Monster

I made a Monster with a Challenge Rating of 100 Why? Because I could—and it only took me 5 minutes using Worldsmith. And the best part? You can do this and much more. Get a free 7-day trial at session0studios.com/worldsmith and unlock their full suite of TTRPG generators from monsters to mythic magic items and everything in between. Yep, that’s a full 7-day trial—completely free. That’s a whole week of monsters, magic items, and more—whatever you need, zero burnout. Try it now at session0studios.com/worldsmith. Save time and make unlimited creations with Worldsmith.

Join Our Discord

So a little bit of a spoiler alert. We’re building an army. That’s right, we’re building an army of amazing dungeon masters who want to make the world of D&D a better place. If you want to join our army and fight by our side against the evil forces of boredom and bad dming, join our Discord and lend your voice to the cause. Go to Session0studios.com/discord and join for free today.

Discord

Give Us a Rating and Review

You obviously have really good taste, you’re listening to How to Be a Better DM after all. We thank you for your support. If you’ve ever gotten anything useful from our show, take a minute to give us a rating and a review. It goes a very long way to making it so How to Be a Better DM can help many more dungeon masters just like you. If you love our content, help others become better dungeon masters too.

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