5 Random Questions

5 Random Questions

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 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. - Recognized as one of the Five Best Independent Podcasts of 2024 by Ear Worthy Media - Part of the Mercury Podcast Network - for more Mercury podcasts, head to www.mercurypodcasts.com This podcast uses the following third-party services for analysis: OP3 - https://op3.dev/privacy

Episodes

June 19, 2025 2 mins

That's a wrap on Season 3 of 5 Random Questions, so here's a short, bonus episode to say thank you for becoming a valued listener, and when to expect Season 4.

Further reading for this episode


Products I Use for 5 Random Questions

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On this week's 5 Random Questions, Mandy Kaplan talks about her need for frequent showers, why she's not afraid to be alone in the house, how she ended up biting a teenager, and much more.

Answering the questions this week: Mandy Kaplan

Mandy Kaplan is an actress, vo artist, singer, writer, podcast host and stinky cheese addict living in LA. Her voice can be heard in hundreds of commercials/video games/website videos and more. Onscr...

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On this week's 5 Random Questions, Bob LeDrew talks about why he'd be a great ambassador to welcome aliens, how slapstick shaped his outlook, a teenage event that changed his life, and much more.

Answering the questions this week: Bob LeDrew

Bob LeDrew is a recovering podcaster... and lots of other things. After a long career in the word game doing journalism, PR, and social media, he's now helping to manage a fair trade store and w...

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On this week's 5 Random Questions, Evo Terra talks about ska punk, haggis versus poutine, why owning a beer bar isn't bad work, and much more.

Answering the questions this week: Evo Terra

Evo Terra is an award-winning podcaster and member of the Podcast Hall of Fame. An author of both Podcasting For Dummies and Expert Podcasting Practices for Dummies, Evo had the 40th podcast ever, published in October of 2004. He's been the hos...

On this week's 5 Random Questions, Drew Toynbee talks about very personal shower habits, where morals fit when money's on offer, and more. Let's jump in!

Answering the questions this week: Drew Toynbee

Drew is a freelance digital creative, making fictional and factual video and audio content for podcasters and organisations across the UK.

Drew's Website

@drewtoynbee on Instagram

Further reading for this episode

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On this week's 5 Random Questions is Manisha Solomon, host & producer of the Archery Parent Podcast.

Manisha's topics include what makes her mad at birthdays, why you should celebrate dumb accomplishments, and more. Let's jump in!

Answering the questions this week: Manisha Solomon

Manisha is an Archery Mom, cyclist (gravel, particularly), and the host & producer of the Archery Parent Podcast. She has one dog named Milo, a Border ...

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On this week's 5 Random Questions is Tom Webster, partner at Sounds Profitable and a purveyor of podcasting, stats, and jokes.

Tom's topics include funeral faux pas, an Italian love story that also has a future crime in store, why regrets can be the best thing to happen, and more. Let's jump in!

Answering the questions this week: Tom Webster

Tom Webster is a Partner at Sounds Profitable, dedicated to setting the course for the future...

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On this week's 5 Random Questions is Lauren Passell, founder of Tink Media and a hugely popular and respected name in the podcasting space.

Lauren's topics include creating a shower belly, why hot sauce isn't just for wings, a water wing childhood that's come full circle in adulthood, and more. Let's jump in!

Answering the questions this week: Lauren Passell

Lauren Passell is the founder of Tink Media, a podcast growth and strategy c...

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On this week's Five Random Questions is Tim Truax, a pop culture podcaster, nerd, and founder of the Canadian podcasting event, PodSummit.

Tim's topics include a visceral reaction to a movie scene, why he doesn't like Houston, Texas, how the pandemic ruined his Star Wars moment, and more. Let's jump in!

Answering the questions this week: Tim Truax

In 2015, Tim began his podcast journey as he turned his passion for Pop Culture (Star ...

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On this week's Five Random Questions is Al Grego, an award-winning podcaster, creator, and producer. Al's topics include wanting to be in a Canadian sitcom, why jump thrills are not for him, his Ted Lasso moment, and more. Let's jump in!

Answering the questions this week: Allan Grego

Producer and host of the award-winning 'Yes, We Are Open' podcast and 'Just Good Business' Podcast. In my "spare" time I also produce The Produce Stand...

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On this week's Five Random Questions is Sean Dillon, host of the Beyond the Mic podcast. Sean's topics include entertaining elephants, the meaning of hometown, why movies don't really get to him, and more. Let's jump in!

Answering the questions this week: Sean Dillon

More than 600 episodes of Beyond the Mic with Sean Dillon and he still doesn't know what he wants to be when he grows up. The last time Danny invited me on a podcast...

That's a wrap on Season 2 of 5 Random Questions, so here's a short, bonus episode to say thank you for becoming a valued listener, and when to expect Season 3.

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 equipment:

Mark as Played

On this week's Five Random Questions is Mike Boon, better known as Toronto Mike, the hugely popular podcaster from Canada's biggest city. Mike's topics include the afterlife, why his kids don't get his gum, his favourite bromance, and more. Let's jump in!

Answering the questions this week: Toronto Mike

Mike Boon, or Toronto Mike as he's better known, is the owner of TMDS, a digital marketing, content, and web design agency. He's als...

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On this week's Five Random Questions, Elsie Escobar, podcaster, community builder, advocate, and mentor, talks about missing the mom factor, the origins of excitement, a caffeinated ritual, and more. Let's jump in!

Answering the questions this week: Elsie Escobar

Elsie Escobar is a transformative force in podcasting, with over 18 years of experience blending innovation, advocacy, and community building. As the first Latina inducted ...

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On this week's Five Random Questions, Matt Gilhooly, host of The Life Shift podcast as well as author and artist, joins Danny and talks about 30 seconds to change the world, why public bathrooms have to go, why there's no such thing as the perfect fit for people, and more. Let's jump in!

Answering the questions this week: Matt Gilhooly

Matt Gilhooly is the host/creator/producer of The Life Shift Podcast and a marketing communication...

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On this week's Five Random Question, Arielle Nissenblatt, a podcast enthusiast and founder of Earbuds Podcast Collective, joins Danny for an engaging chat that includes being tattoo curious, who in history would receive a wedgie, a penile dare, and more. Let's jump in!

Answering the questions this week: Arielle Nissenblatt

Arielle Nissenblatt is the podcast enthusiast's podcast enthusiast. She's the founder of EarBuds Podcast Collec...

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This week's Five Random Questions is a blend of light-hearted banter and profound life lessons as Dave Campbell opens up about his journey as a podcaster and musician. Dave reflects on the significance of community and connection, both in his personal life and through his various podcasts.

He also touches upon the impact of social media on relationships and the importance of engaging in open, respectful conversations that bridge di...

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Join your host Danny Brown as he puts this week's 5 random questions to Dawn Brodey. Answers include having gratitude for gurgling, the joys of being a potato, and martial arts madness. Let's jump in!

Answering the questions this week: Dawn Brodey

Dawn is a stand-up comedian and historian who appears regularly on The History Channel. She is also the host of the top-rated history podcast: HILF where history is a party and everybody's...

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Join your host Danny Brown as he puts this week's 5 random questions to Jason Whissell. Answers include acquiring riches through psychic ability, when not to be a handyman, and music as a global connector. Let's jump in!

Answering the questions this week: Jason Whissell

Host of It's Not That Bad and There Can Only Be One.

Jason's Website

@notthatbadcast on Instagram

@notthatbadcast on X

Further reading for this episode

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Join your host Danny Brown as he puts this week's 5 random questions to Gareth Davies. Answers include jettisoning a certain junk food, being famous from the shadows, and a bulk sleeping challenge. Let's jump in!

Answering the questions this week: Gareth Davies

Gareth has written soundtracks for commissioned animated series for TV, and music for use in ads and programming around the world. Through his company The Sound Boutique, he ...

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