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 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 > Recognized as one of the Five Best Independent Podcasts of 2024 > 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: Podscribe - https://podscribe.com/privacy OP3 - https://op3.dev/privacy
Episodes
In this short bonus episode, Danny shares the news of 5 Random Questions winning an award in the 2025 Ear Worthy Podcast Awards.
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:
On this week's 5 Random Questions, Colin True talks about his one food for life, his trick to going to the toilet while enduring ultra-running events, a shining moment with his daughter, and much more.
Answering the questions this week: Colin True
Colin True spent over 20 years working for outdoor brands, living in places most people only get to visit, and forming a definite opinion about the good, the bad, and ugly of the outdoor i...
On this week's 5 Random Questions, Martin Gage talks about his worst marriage advice, his sojourn into wacky spoons, his begrudged acceptance of board games, and much more.
Answering the questions this week: Martin Gage
Vice principal, children’s podcast host, author, tractor influencer (big guy little tractor), and third degree black belt.
@Dadsbedtimestories on Instagram
F...
On this week's 5 Random Questions, Amanda McLoughlin talks about her all-time embarrassing moment, her useless superpower, her perfect last meal, and much more.
Answering the questions this week: Amanda McLoughlin
Amanda McLoughlin is the CEO of Multitude, a podcast collective, production company, and ad sales provider. A digital creator since 2004 whose career started in finance and business services, she created Multitude in 2018 ...
Today, June 27 sees 5 Random Questions turn one, so here's a quick thank you message from me to you.
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:
- RODE NT1-A large diaphragm condenser mic
- Rodecaster Pro II audio production studio
- Sony MDR-7506 Studio Monitor Headphones
- Elgato Wave Mic Arm Low Profile
...
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
Note: these may contain affiliate links, so I get a small percentage of any product you buy when using my link.
My equipment:
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...
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...
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.
Further reading for this episode
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 ...
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...
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...
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 ...
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...
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:
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...
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 ...
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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