- Broken Base: Episode 9, Nightmare Visions, is often hailed by viewers as either an example of fantastic Game Mastering, or a perfect example of how not to GM. The latter group believes that it violates a number of core tenets of being a Game Master, including taking away control from the players, focusing on individual players for an extended period time, and giving little to no input while the GM narrates a scene the players are unable to have any influence on. Proponents of the former believe that none of those criticisms matter because there is no right way to GM; even if control is taken away from the players, the stories being told are so provocative and tied to their characters that it invests the players anyway - which is the most important aspect of a roleplaying game - and the few decisions they are given are incredibly difficult and meaningful, revealing a lot about the characters.
- Fandom Rivalry: A small one with Critical Role, mostly in the form of fans wondering who's the better DM between Matt Mercer and Wil Wheaton.
- Fridge Brilliance: Why were four third-level adventurers sent on a quest that the legendary heroes of the past with all their armies couldn't complete, and how do they actually succeed against such an overwhelming threat? Because it was all a ruse and a clever plan by the villains to use the protagonists as Unwitting Pawns in a scheme to free Prophet Dhawan, so neither she, nor her lackeys fought them at full strength—only hard enough to make it look like they're fighting for their lives.
- Funny Moments: The group roleplaying being utterly plastered at the party.
- Also Bird Butt.
- Lemley: (seeing Voss' hologram go through a wall) Whoawhoawhoa! He's a ghost!?!?
- Aankia's reaction is the cherry on top.
- This exchange:Wil: As you approach this metal doorway, the Staff of Forlorn Hope begins to feel different in your hands
Hank: Does it get harder?
Wil: ... You take 5 points of "Annoying the GM in a Dramatic Moment" damage.
- Heartwarming Moments: As of Episode 2:"Ten gold and a party."
- The party gathering together to comfort S'lethkk after the discovery of his brother's corpse, then banding together to avenge him and help S'lethkk bury the body. Also a major Tear Jerker.
- Tear Jerker: The funeral for S'lethkk's brother.
- Wham Line: From episode 10, for those that didn't read the announcement that there will be a second season:Alison: This is not, you're not, you're not really ending the story here, are you?!
Wil: We'll find out what happens next season.
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