5 Random Questions

Danny Brown

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 > Part of the Mercury Podcast Network - for more Mercury podcasts, head to www.mercurypodcasts.com

  1. Zombie Dog Walkers, Billy Connolly Birthday Rule, & More

    2D AGO

    Zombie Dog Walkers, Billy Connolly Birthday Rule, & More

    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 Contest since 2018. As Scotland’s first podcaster, he was nominated for a BAFTA (Best New Creative Media) in 2005. Ewan co-founded Eurovision Insight in 2010 and under his editorship it has grown to become an influential force in the world of the Eurovision Song Contest. He hosts its weekly Insight News podcast, the annual Juke Box Jury review show, and the daily coverage from backstage at the Song Contest every May. Ewan's Website Ewan on YouTube Further reading for this episode Baseball Scotland - YouTubeStream Keep Watching Podcast | Listen to podcast episodes online for free on SoundCloudESC Insight | Home of the Unofficial Eurovision Song Contest PodcastThe Edinburgh Fringe Show – The Podcast CornerClassic Baseball RadioAdam Savage’s Tested - YouTube30,000 Scots singing "Flower of Scotland" National Anthem | EURO 2024 | Stuttgart - YouTubeScottish National Anthem(Flower of Scotland) Euro 2020-Scotland vs Czech Republic Scotland’s 1990 grand slam remembered: ‘Nobody was going to beat us that day’ | Six Nations 2020 | The GuardianGriefcast — Cariad LloydBBC Radio 4 - The Archers - Available nowTaskmaster - YouTubeScreenwipe (TV Series 2006–2020) - IMDbThe ZX SpectrumInput MagazineTHE MAGIC HANDBOOK (The Kingfisher Pocket Book of Magic) by Eldin, Peter; (Vanessa Clarke, Editor): COLLECTIBLE - NEAR FINE Soft cover (1985) 1st American Edition, 8th Printing | 100POCKETSEXPLAINED: Understanding one of the most chaotic, controversial title showdowns in F1 history | Formula 1®David Tennant Does a Podcast With…Billy Connolly - official siteBBC Radio 2 - Weekend Wogan - Sir Terry WoganEurovision Song Contest Products I Use for 5 Random QuestionsNote: these...

    1h 6m
  2. How to Waste $10 Million, and Live Streaming Metallica at the North Pole

    JAN 29

    How to Waste $10 Million, and Live Streaming Metallica at the North Pole

    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 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 X Matt's Facebook page @mattcundill on Instagram Matt on YouTube Further reading for this episode Matt 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.ca 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...

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

    JAN 22

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

    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 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 Instagram Further reading for this episode Susan 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 Profile Recommended resources: Captivate.fm podcast hosting,

    41 min
  4. Cat-Owned Dogs & Superhero Shenanigans, with Emily Williams

    JAN 15

    Cat-Owned Dogs & Superhero Shenanigans, with Emily Williams

    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 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 Instagram Emily's Facebook page Further reading for this episode Beyond Voting PodcastEmily R. Williams | LinkedIn Become 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 Profile Recommended resources: Captivate.fm podcast hosting, distribution, analytics, and monetizationKit email marketingBoomcaster remote recording and live streamingHindenburg Pro recording and editingAuphonic AI assistant for...

    52 min
  5. Being Poor, But a Good Looking Melon Head

    JAN 8

    Being Poor, But a Good Looking Melon Head

    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 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 Instagram Further reading for this episode Voudon 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 - 23andMe Become 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 Profile Recommended resources: Captivate.fm podcast hosting, distribution, analytics, and monetizationKit email marketingBoomcaster remote recording and live streamingHindenburg Pro

    56 min
  6. 2025: A Thank You (and What’s Coming in 2026)

    JAN 2 · BONUS

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

    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 episode Announcing The 2025 Ear Worthy Podcast AwardsMercury Podcast Network Become 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 Profile Recommended resources: Captivate.fm podcast hosting, distribution, analytics, and monetizationKit email marketingBoomcaster remote recording and live streamingHindenburg Pro recording and editingspan class="ql-ui"

    2 min
  7. Killer Kimonos & When Advice with Love Hurts

    2025-12-26

    Killer Kimonos & When Advice with Love Hurts

    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, welcome - this is exactly what the show sounds like. Answering the questions this week: Keisha "TK" Dutes About TK Dutes Keisha "TK" Dutes (she/her) is an independent audio producer, educator, host, and reporter with nearly two decades in radio and podcasting. Her production credits include Buzzfeed’s Thirst Aid Kit, Function with Anil Dash, Good Words with Kirk Franklin, and Open World. She has taught at Spotify, PRX Podcast Garage, and BRIC Arts Media, and currently serves on the board of the Association of Independents in Radio (AIR). Through her company Philo’s Future Media, TK helps producers bring their ideas to life. Learn more at tastykeish.com. Keisha "TK" 's Website @tastykeish on Instagram @tastykeish on X Further reading for this episode Talking With My Husband About His Recent Diagnosis - Mental Health and UsCity of Chicago :: Millennium ParkThe Secret Life of TK Dutes - Podcast - Apple PodcastsThe Real Live Show | Wonderwheel RecordingsVisual Art — Keisha TK DutesAIR is a Global Community of Independent Audio ProducersBRIC Arts MediaPRX Podcast GarageGood Words with Kirk Franklin | Podcast on SpotifyFunction with Anil Dash | Podcast on SpotifyThirst Aid Kit - Podcast - Apple Podcasts Become 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

    53 min
  8. Tequilas at 3.00am with Oliver Stone and More, with Deb Brown

    2025-12-18

    Tequilas at 3.00am with Oliver Stone and More, with Deb Brown

    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 and community development expert with extensive experience empowering rural communities. Deb is the author of "From Possibilities to Reality: Save Your Small Town with these Uniquely Do-able Ideas, Projects, and Success Stories," a comprehensive workbook filled with practical strategies and real-world examples for small-town revitalization Deb's Website Deb's Facebook page @Debworks on X Further reading for this episode Building Possibility | Deb Brown - Small Towns & Rural Challenges ExpertSaveYour.Town – Practical steps to shape a better future for your community, small town, rural or local neighborhoodDrive by kindness 💗✨(Tiktok Compilation) PART-2 - YouTubeRussell Westbrook's Wholesome Moment With Reporter - YouTubeRingling Bros. and Barnum & Bailey | Get ready to have the most amazing time at The Greatest Show On Earth®! Become 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 Profile Recommended resources: Captivate.fm podcast hosting, distribution, analytics, and monetizationKit email marketingBoomcaster remote recording and live streamingspan class="ql-ui"...

    44 min

Trailer

5
out of 5
3 Ratings

About

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 > Part of the Mercury Podcast Network - for more Mercury podcasts, head to www.mercurypodcasts.com

You Might Also Like