5 Random Questions - Conversations with Creators and Curious Minds
- No. of episodes
- 67
- Latest episode
- 2026-05-13
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What do you get when you ask smart, curious people five completely random questions? You get real stories, weird tangents, and conversations they’ve never had before.
On the award-winning 5 Random Questions, host Danny Brown invites creators, entrepreneurs, and fascinating humans to skip the pitches and ditch the talking points - and just show up as themselves.
There’s no script. Just five surprising prompts dropped throughout a relaxed, unpredictable conversation. Think laughter, awkward hypotheticals, personal confessions, and the kind of answers that can only come from being caught completely off-guard.
Every guest also flips the mic and asks Danny a random question of their own - because fair’s fair.
If Hot Ones and WTF with Marc Maron had a podcast baby, this would be it - minus the hot sauce, but with all the spice.
New episodes weekly. Always real. Sometimes ridiculous. Never boring.
> Winner of the Best Interview Podcast at the 2025 Ear Worthy Podcast Awards
> Featured by Apple Podcasts and Forbes
> Recognized as one of the Five Best Independent Podcasts of 2024