Jun 11, 2026 · 53 min · 13 segments
Noah Obstfeld from Pitch Roast runs a venture capital and entrepreneur pitch session where professional comedians roast you while you pitch your startup. In this episode of AI in NYC, Rob May and…
Noah ObstfeldGuestRob MayHost
Steven MesserHostUh, tell me, have you ha- how do the comedians deal with the fact that, like, this is material that a lot of them might not be familiar with?
And so if somebody gets up, like, do people come and present, like, deeply technical things like, "This is a quantum computing breakthrough, and we're gonna whatever."
Like, even me as a technical person might be like, "I don't know anything about that." I, h- how do the comedians handle that?

It's usually consumer tech, maybe some CPG, um, a little bit of B2B if there's, like, a new angle.

W- I'm kind of disappointed we haven't had as much AI on the, on the show, because a lot of it's, like, a little too logical, is like-

It's like there's not that much that we can tap into here, because it's like, seems like a good new CRM.
Uh, tell me, have you ha- how do the comedians deal with the fact that, like, this is material that a lot of them might not be familiar with?
And so if somebody gets up, like, do people come and present, like, deeply technical things like, "This is a quantum computing breakthrough, and we're gonna whatever."
Like, even me as a technical person might be like, "I don't know anything about that." I, h- how do the comedians handle that?

It's usually consumer tech, maybe some CPG, um, a little bit of B2B if there's, like, a new angle.

W- I'm kind of disappointed we haven't had as much AI on the, on the show, because a lot of it's, like, a little too logical, is like-

It's like there's not that much that we can tap into here, because it's like, seems like a good new CRM.
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