5 Random Questions - Conversations with Creators and Curious Minds
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
Episodes
Remember Winamp skins? Burned CDs? AIM away messages? The Dreamcast? Those weird little corners of the internet that somehow felt more human than everything online today?
Maybe we don’t actually miss the technology. Maybe we miss how it made us feel.
Artifacts is a podcast about forgotten platforms, dead gadgets, old internet culture, creative communities, and the strange emotional connection we still have to them.
But this isn&...
This week on 5 Random Questions, podcaster and geeky dad Jon Powell tells us about riding his elephant to the taco drive-thru, what devious prank he'd play on his daughter, how to spend a million dollars, and more.
Answering the questions this week: Jonathan Powell
Jonathan is the co-host of the Time Pals podcast, where four geeky dads squander their mid life crises by diving headfirst into the best, worst, and weirdest corners of ge...
This week on 5 Random Questions, podcaster and improv comedian Kevin Ryan expands on why Santa needs to be kidnapped, why his fiancee would go to war with Australia, his beef with elephants, and more.
Answering the questions this week: Kevin Ryan
Kevin Ryan is the host of the Tyrant In Training podcast which is an improv comedy podcast where creative guests live out their power fantasies. Every week, Kevin is joined by a new guest to...
This week on 5 Random Questions, podcaster, producer, and games master Hem Brewster talks about the enshitification of existence, how good-hearted humans can still cause damage to nature, the universal language of swearing, and more.
Answering the questions this week: Hem Brewster
is a full time podcaster, and the producer and games master of two actual play podcasts, and the talk show Four Top Threes. Hem has also created their...
Season 5 has officially wrapped, and before I take a short break, I just wanted to jump on the mic and say… thank you.
Season 6 will be dropping mid-April, and I can’t wait for you to hear what’s coming next, with more fantastic guests, more unexpected conversations, and plenty more moments where you might laugh, think, or just go, “Wait… what?”
So make sure you’re following the show wherev...
This week on 5 Random Questions, podcaster and movie buff Derick McDuff talks about the time life almost imitated The Shining, finding an emotional support cat during COVID, why he's a fan of Kobayashi Maru, and more.
Answering the questions this week: Derick McDuff
Derick McDuff is the host, editor, and producer of the Underrated Movie Podcast discussing underrated, under-appreciated and under the radar films. He also writes about f...
This week on 5 Random Questions, podcaster and amateur beekeeper Rye Voss talks about letting kids just be children while they can, did the CIA plant media operatives, how two simple words can break a household, why he wants to revisit his 22 year old self, and more.
Answering the questions this week: Rye Voss
Rye the Codega is the host of Codega’s Codex of Curiosities, a podcast exploring high strangeness, ancient civilizat...
This week on 5 Random Questions, comedian and podcaster Austin Grey talks about bringing back Richard Pryor from the dead to save the world, a burning pretzel for a birthday cake, why irony maybe bypasses Americans, and more.
Answering the questions this week: Austin Grey
An Austin based comedian and writer who can’t help but laugh at the little things. Loves to write self indicting essays that use comedy as a shield, and also ...
I'm looking to run some live recordings of 5 Random Questions starting late spring / early summer, and I'd love for you to help shape where, and what they'd look like. Click the poll link below to share your preferences!
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In this bonus episode of 5 Random Questions, host Danny Brown shares details about the 5RQ Companion newsletter, as well as some potential live recording to come for the show.
Further reading for this episode
Products I Use for 5 Random Questions
Note: these may contain affiliate links, so I get a small percentage of any product you buy when using my link.
My ...
This week on 5 Random Questions, podcaster and BAFTA nominee Ewan Spence ponders on what zombies actually do in a zombie apocalypse, lessons from Billy Connolly, why kids should be left alone to read, and more.
Answering the questions this week: Ewan Spence
Ewan is a freelance broadcaster and journalist, and has been the UK radio commentator for Junior Eurovision since 2013, and the US radio commentator for the Eurovision Song Contes...
This week on 5 Random Questions, Matt Cundill shares why he'd be terrible to give $10 million to, live streaming Metallica from the North Pole, how AM shaped his youth, and more.
Answering the questions this week: Matt Cundill
Matt Cundill is a recovering broadcaster turned podcast producer and host. He is the founder of The Sound Off Media Company, where he develops and produces a diverse portfolio of original and branded shows span...
In this week’s 5 Random Questions, Danny chats with Susan Barry, host of the award-winning Top Floor podcast and fonder of Hive Marketing. They discuss everything from why pineapple belongs on pizza, beans that can knit socks, the perfect day, and more.
Answering the questions this week: Susan Barry
Susan Barry is known for connecting ideas across hotel investment, operations, and marketing. As host of the award-winning Top Flo...
In this week’s 5 Random Questions, Danny chats with Emily Williams, a Webby, Signal and Anthem award-winning podcast host, and former Executive Director of the Arcus Center for Social Justice Leadership. They discuss everything from a life-changing loss, cats owning dogs, superhero shenanigans, and more.
Answering the questions this week: Emily Williams
Emily Williams (she/her) is a Webby, Signal and Anthem award-winning podcas...
In this week’s 5 Random Questions, Danny chats with Rob Lynch, author of "Voudon Caliber". They discuss everything from wealth creating toxic people, creativity, why he'd want a melon for a head, and more.
Answering the questions this week: Rob Lynch
I've always been a jack of all trades, but with the common thread of the written word connecting everything together. I've written music reviews, screenplays, short stories, movie ...
2025 was a banner year for 5 Random Questions, and so I wanted to pause and say thank you.
In 2025, the show won Best Interview Podcast at the Ear Worthy Podcast Awards, was signed to the Mercury Podcast Network, featured by Apple Podcasts, made the Top 20 Podcasts on Apple, and was even written about in the local press. Every one of those moments felt a little surreal - and all of them happened because people like you kept showing ...
Creative conversations rarely go in a straight line.
This week on 5 Random Questions, I chat with independent audio producer and educator Keisha “TK” Dutes. We dive into killer kimonos, advice given with good intentions that can still sting, dream homes, and more.
Funny, strange, and real - just how the best conversations happen. Five unexpected questions, unfiltered answers, no scripts.
If this is your first time here, we...
On this week's 5 Random Questions, I chat with Deb Brown, author of "From Possibilities to Reality: Save Your Small Town with these Uniquely Do-able Ideas, Projects, and Success Stories". Answers include how she ended up drinking tequila next to Oliver Stone at 3.00am, the secret (and proper) way to drink tequila, small town mindsets, and more.
Answering the questions this week: Deb Brown
Deb Brown is a dynamic small-town advocate an...
This season of 5 Random Questions has been a rollercoaster of creativity and fun, and I can't thank you all enough for being part of it.
The show took home the prestigious Best Interview Podcast award at the 2025 Ear Worthy Podcast Awards, and that recognition is all thanks to you, the amazing listeners.
With 700 new curious minds joining our community this season, it feels like the chaos just keeps expanding, and I'm so excited for ...
On this week's 5 Random Questions, I chat with Ana Xavier, founder of The Podcast Space. Answers include stereotypes and why they need busting, candy from the past and present, making people smile by just being there, and more.
Answering the questions this week: Ana Xavier
Ana Xavier empowers podcasters to discover their full potential with strategic content that drives business growth, builds trust with ideal audiences online, and c...
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