5 Random Questions

5 Random Questions

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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 hyp...
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Episode List

How to Waste $10 Million, Live Streaming Metallica at the North Pole, and More with Matt Cundill

Jan 29th, 2026 9:30 AM

This week on 5 Random Questions, Matt Cundill shares why he'd be terrible to give $10 million to, the time he live streamed Metallica at the North Pole, how AM shaped his youth, and more.Answering the questions this week: Matt CundillMatt 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 spanning industry commentary, culture, tourism, lifestyle, and music storytelling. His flagship program, The Sound Off Podcast, is now in its 10th year, approaching 500 episodes, and remains a leading voice in North American podcast and broadcast industry conversations. He also publishes the Sounding Off newsletter, widely followed by media professionals across Canada and the United States. Through strategic storytelling, technical expertise, and a deep understanding of audio audiences, Matt continues to shape modern podcasting by connecting brands, creators, and listeners through compelling, high-quality content.Matt's Website@mattcundill on XMatt's Facebook page@mattcundill on InstagramMatt on YouTubeFurther reading for this episodeMatt Cundill Voiceover Artist | Podcast & Radio PersonalityThe Podcast About Broadcast | Sound Off PodcastThe Podcast Super Friends | The Podcast Super FriendsSock Knitting Beans, Pineapple on Pizza (?!?) and More with Susan Barry - 5 Random Questionsanthonybourdain • Instagram photos and videosAdam Curry - WikipediaMetallica - Freeze 'Em All: Live in Antarctica (December 8, 2013) (Full Concert) - YouTube‎Watch The Studio - Apple TV⁠Canadian True Crime podcastMontreal radio sports talk fixture Ted Tevan dies at 78 | Globalnews.ca'Embarrassing': Sports world irate after Belichick Hall of Fame snub - Sportsnet.caProducts I Use for 5 Random QuestionsNote: 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 micRodecaster Pro II audio production studioSony MDR-7506 Studio Monitor HeadphonesElgato Wave Mic Arm Low ProfileRecommended resources:Captivate.fm podcast hosting, distribution, analytics, and monetizationKit email marketingBoomcaster remote recording and live streamingHindenburg Pro recording and editingAuphonic AI assistant for audio post production5 Random Questions is an entertainment podcast brought to you by Danny Brown.If you enjoy the show, get the full experience with The 5RQ Companion, where I talk about the question that stayed with me, the one thing you didn't hear, and a question for you, the listener.Please let your friends know they can listen for free on Apple Podcasts, Spotify, as well as their preferred podcast app, or online at 5 Random Questions.Winner of the Best Interview Podcast at the 2025 Ear Worthy Podcast Awards.5 Random Questions is part of the Mercury Podcast Network - for more Mercury podcasts, head to www.mercurypodcasts.com.All questions provided by ConversationStarters.

Sock Knitting Beans, Pineapple on Pizza(?!?) and More with Susan Barry

Jan 22nd, 2026 9:30 AM

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 BarrySusan Barry is known for connecting ideas across hotel investment, operations, and marketing. As host of the award-winning Top Floor podcast, named a Top 10 Hospitality Podcast by the International Hospitality Institute in 2025, Susan sparks curiosity and conversation by interviewing leaders who are shaping the future of the industry. Her career spans B2B marketing, hotel ownership and management, and start-ups ranging from aviation data to spa products, giving her a unique vantage point on the business of hospitality. Susan founded Hive Marketing, a firm specializing in B2B demand generation for the hospitality industry. In addition to her advisory and thought leadership work, she serves on the steering committee of Female Founders in Hospitality and is a partner at Cayuga Hospitality Consultants. Susan is known for her sharp insights, humor, and ability to push conversations beyond the expected. She lives in Atlanta with her artist husband, Sean.Susan's Website@topfloorpod on InstagramFurther reading for this episodeSusan Barry | LinkedInTaking White Advice as a Black Person, Killer Kimonos, and More with Keisha "TK" Dutes - 5 Random QuestionsWe Are the Creators of Hate - Is It Too Late to Undo Who We Have Become? | Danny BrownPizza restaurant | Grant Central Pizza | AtlantaVirgin Movie Experiences, Tech Trip Ups, and More with Colin Gray - 5 Random QuestionsThe Light Phone Focus Friend Productivity App by Hank GreenDon Shindle has been appointed General Manager at The Westin Verasa in NapaTripman | Your Favourite Driver (@thetripman_)Products I Use for 5 Random QuestionsNote: 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 micRodecaster Pro II audio production studioSony MDR-7506 Studio Monitor HeadphonesElgato Wave Mic Arm Low ProfileRecommended resources:Captivate.fm podcast hosting, distribution, analytics, and monetizationKit email marketingBoomcaster remote recording and live streamingHindenburg Pro recording and editingAuphonic AI assistant for audio post production5 Random Questions is an entertainment podcast brought to you by Danny Brown.If you enjoy the show, get the full experience with The 5RQ Companion, where I talk about the question that stayed with me, the one thing you didn't hear, and a question for you, the listener.Please let your friends know they can listen for free on Apple Podcasts, Spotify, as well as their preferred podcast app, or online at 5 Random Questions.Winner of the Best Interview Podcast at the 2025 Ear Worthy Podcast Awards.5 Random Questions is part of the Mercury Podcast Network - for more Mercury podcasts, head to www.mercurypodcasts.com.All questions provided by ConversationStarters.

Cat-Owned Dogs & Superhero Shenanigans, with Emily Williams

Jan 15th, 2026 9:30 AM

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 WilliamsEmily Williams (she/her) is a Webby, Signal and Anthem award-winning podcast host, and former Executive Director of the Arcus Center for Social Justice Leadership. A gender studies scholar and global advocate for social justice, Emily has worked with communities in more than 20 countries and co-founded the Social Justice Initiative at the University of Illinois at Chicago. Her work includes contributing to a global treaty adopted by the United Nations and decades of leadership in advancing equity, gender justice, and human rights in the US and beyond.Emily's Website@heyemilyraquel on InstagramEmily's Facebook pageFurther reading for this episodeBeyond Voting PodcastEmily R. Williams | LinkedInBecome a Patron!Thanks to the wonderful Question Starter members on Patreon for supporting the show! As a member, you receive producer credits for the show, bonus content, early ad-free access, and more - join today!Products I Use for 5 Random QuestionsNote: 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 micRodecaster Pro II audio production studioSony MDR-7506 Studio Monitor HeadphonesElgato Wave Mic Arm Low ProfileRecommended resources:Captivate.fm podcast hosting, distribution, analytics, and monetizationKit email marketingBoomcaster remote recording and live streamingHindenburg Pro recording and editingAuphonic AI assistant for audio post production5 Random Questions is an entertainment podcast brought to you by Danny Brown.If you enjoy the show, get the full experience with The 5RQ Companion, where I talk about the question that stayed with me, the one thing you didn't hear, and a question for you, the listener.Please let your friends know they can listen for free on Apple Podcasts, Spotify, as well as their preferred podcast app, or online at 5 Random Questions.Winner of the Best Interview Podcast at the 2025 Ear Worthy Podcast Awards.5 Random Questions is part of the Mercury Podcast Network - for more Mercury podcasts, head to www.mercurypodcasts.com.All questions provided by ConversationStarters.

Being Poor, But a Good Looking Melon Head, with Rob Lynch

Jan 8th, 2026 9:30 AM

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 LynchI'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 reviews, sporting articles and just released my first full length novel Voudon Caliber available on Amazon. With the deaths of many important family members in the last few years, and the complicated presence of addiction in my family, my whole way of thinking and negotiating life has been turned on its head, and I work to understand life a little more day to day. Life is about gratitude and service, and finding out what that looks like to you. @Official_voudoncaliber on InstagramFurther reading for this episodeVoudon Caliber, by Rob LynchLittle Face | Dick Tracy Wiki | FandomSo I Married an Axe Murderer (1993) - IMDbBeetlejuice Waiting Room SceneDNA Genetic Testing For Health, Ancestry And More - 23andMeBecome a Patron!Thanks to the wonderful Question Starter members on Patreon for supporting the show! As a member, you receive producer credits for the show, bonus content, early ad-free access, and more - join today!Products I Use for 5 Random QuestionsNote: 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 micRodecaster Pro II audio production studioSony MDR-7506 Studio Monitor HeadphonesElgato Wave Mic Arm Low ProfileRecommended resources:Captivate.fm podcast hosting, distribution, analytics, and monetizationKit email marketingBoomcaster remote recording and live streamingHindenburg Pro recording and editingAuphonic AI assistant for audio post production5 Random Questions is an entertainment podcast brought to you by Danny Brown.If you enjoy the show, get the full experience with The 5RQ Companion, where I talk about the question that stayed with me, the one thing you didn't hear, and a question for you, the listener.Please let your friends know they can listen for free on Apple Podcasts, Spotify, as well as their preferred podcast app, or online at 5 Random Questions.Winner of the Best Interview Podcast at the 2025 Ear Worthy Podcast Awards.5 Random Questions is part of the Mercury Podcast Network - for more Mercury podcasts, head to www.mercurypodcasts.com.All questions provided by ConversationStarters.

2025: A Thank You (and What’s Coming in 2026)

Jan 2nd, 2026 9:30 PM

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 up and sharing the show.One number that was lovely to see: in 2025, 5 Random Questions welcomed over 5,000 new listeners. Not downloads - actual people who discovered the show, stuck around, and made it part of their routine.So thank you to you, the listeners, who make the show part of your week, and thank you to the guests who said yes, trusted the format, and leaned into the unexpected. You’re the reason this show works.Looking ahead to 2026, I’m excited about what’s next, including the very real possibility of live shows and more interactive ways to bring 5 Random Questions even closer to the audience.Grateful for the year behind - energized for what’s ahead.Here’s to an amazing 2026.Further reading for this episodeAnnouncing The 2025 Ear Worthy Podcast AwardsMercury Podcast NetworkBecome a Patron!Thanks to the wonderful Question Starter members on Patreon for supporting the show! As a member, you receive producer credits for the show, bonus content, early ad-free access, and more - join today!Products I Use for 5 Random QuestionsNote: 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 micRodecaster Pro II audio production studioSony MDR-7506 Studio Monitor HeadphonesElgato Wave Mic Arm Low ProfileRecommended resources:Captivate.fm podcast hosting, distribution, analytics, and monetizationKit email marketingBoomcaster remote recording and live streamingHindenburg Pro recording and editingAuphonic AI assistant for audio post production5 Random Questions is an entertainment podcast brought to you by Danny Brown.If you enjoy the show, get the full experience with The 5RQ Companion, where I talk about the question that stayed with me, the one thing you didn't hear, and a question for you, the listener.Please let your friends know they can listen for free on Apple Podcasts, Spotify, as well as their preferred podcast app, or online at 5 Random Questions.Winner of the Best Interview Podcast at the 2025 Ear Worthy Podcast Awards.5 Random Questions is part of the Mercury Podcast Network - for more Mercury podcasts, head to www.mercurypodcasts.com.All questions provided by ConversationStarters.

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