PodcastsArtsThe Tangle with Kyle Ridley

The Tangle with Kyle Ridley

Kyle
The Tangle with Kyle Ridley
Latest episode

69 episodes

  • Tangled in Unapologetic Humor, Newlywed Life & Jim Carrey Vibes (with Heather Shaw)

    05/27/2026 | 37 mins.
    Comedian Heather Shaw joins Kyle to discuss her debut standup special, “Alright, See Ya!” Heather also discusses her unique approach to comedy, touring across the US, political comedy, marriage, sobriety and much more! She also shares insights on crafting comedy, navigating social issues, and building community as a queer artist. Follow Heather at heathershawcomedy.com, Instagram, and watch her special on YouTube. 
    Chapters 
    Debut standup special, performed in Wisconsin
    Living in Louisville
    Married life 
    Political comedy
    Crafting an hour set
    Comedy and social media
    Family dynamics
    Building community 
    Jim Carrey doppelganger
    Sobriety 
    Tangles
  • Tangled in Brotherly Love, Virginia Roots & a Jackrabbit Tour (with Dermot & Kieran Mulroney)

    05/20/2026 | 36 mins.
    Dermot and Kieran Mulroney discuss their musical journey as brothers, the formation of their band Jackrabbit, and their influences from childhood. The dynamic duo shares insights into their songwriting process, the excitement and nerves of performing live, and the themes of their music, including heartbreak and storytelling. The brothers also look ahead to their upcoming tour, the joy of reconnecting with their roots, and their personal experiences that shape their art. Dermot also offers a sneak peek at season two of “The Hunting Wives” and the highly anticipated sequel to “The Family Stone.” Check out Jackrabbit's tour dates and follow them on Instagram. 
    Chapters
    Musical beginnings: a brotherly bond
    The birth of Jackrabbit
    Influences and inspirations
    Virginia roots
    History with friend and fellow musician Charles Esten
    Dermot's gig with Alanis Morissette 
    Songwriting journey
    Performing live 
    Heartbreak and storytelling in lyrics 
    Life on the Road
    Current tangles
    Rapid fire filmography 
    Returning to the DC area
  • Tangled in Sex Advice, 'Monogamish' Life & Pegging (with Dan Savage)

    05/12/2026 | 1h 13 mins.
    This week, Kyle sits down with the legendary Dan Savage! The renowned sex columnist, activist, author and podcaster shares insights on sexuality, community, faith, and the evolution of gay culture, non-monogamy, marriage and so much more. Dan also discusses the importance of LGBTQIA history, the intricacies of polyamory, and, of course, pegging! Follow Dan on Instagram and check out his website and podcast. 
    Chapters
    The birth of pegging
    Faith, spirituality and personal beliefs
    Coming out experience and challenges
    Navigating relationships and finding community
    The role of the internet in LGBTQ+ connections
    The importance of historical awareness of LGBTQ+ rights
    Marriage equality
    Building and finding your tribe
    Monogamish relationships and communication
    The dynamics of event sexuality
    Celebrity crushes and evolving tastes
    The evolution of non-monogamy 
    Power dynamics in relationships
    Breaking up with a third
    Body image and self-perception
    Embracing aging
    Hopefulness in chaos 
    Current tangles
  • Tangled in Banging Dudes, Starting Therapy & Being an Acquired Taste

    05/06/2026 | 59 mins.
    Comedian and podcaster Rory James joins Kyle to discuss his Boston upbringing, coming out, dating adventures, new comedy special, and much more. Rory also shares insights on vulnerability, authenticity, and the evolving comedy landscape. Check out Rory’s new special, “Acquired Taste,” currently free on Prime Video.  
    Chapters
    Rory James' upbringing in Boston and its influence on his comedy
    Journey to stand-up comedy and honing the craft 
    The role of vulnerability and honesty in comedy
    Influences including Judy Gold, Sherri Shepherd, and Lisa Kudrow
    Thoughts on crowd work, social media, and evolving comedy landscape
    Experiences with dating, relationships, and living with exes
    Love for women, music, and pop culture icons like Mariah Carey
    The importance of authenticity and self-awareness in his craft
    Love for "The Comeback" 
    Podcasting 
    Current tangles
  • Tangled in Gay Awakenings, Hairy Chests & Non-Monogamy (with Eric Williams)

    04/29/2026 | 1h 6 mins.
    Actor, comedian and podcaster Eric Williams joins Kyle for a deep dive into LBTQIA+ life, pop culture, podcasting, marriage, and much more. Eric hosts the successful “That’s a Gay Ass Podcast,” which is nearing 300 episodes. He’s a bold interviewer and candid interviewee, sharing stories of bullying, coming out, mental health struggles, and living in an open marriage. Make sure to follow Eric on Instagram @ericwillz and wherever you get your podcasts. 
    Chapters
    The power and influence of “Sister Act 2: Back in the Habit” 
    Early influences and childhood
    Celebrity crushes
    Coming out stories and experiences with bullying
    Hairy men
    Marriage, open relationships, and personal growth
    Growth through community and connection
    Self-acceptance and authenticity
    Reframing rejection and setbacks as growth opportunities
    Podcasting lessons 
    Current tangles
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About The Tangle with Kyle Ridley
I’m Kyle, a former morning show producer who spent a decade researching and booking guests, and prepping my anchors to interview them. Of course, there’s only so much that can be said in a 5-minute TV segment, and so many questions go unasked.Now I’m away from the control room and ready to take the mic, speaking with those who fascinate, inspire and challenge me. And the best part: there’s no commercial to cut to when we the dish gets good!I’ll be joined by my best friends and some special guests you might know along the way. We’re diving in deep and swimming in the shallow, so there’s something for everyone. Join me as we rant, rave and ramble through the tangled webs of life, love, loss and so much more! Subscribe now!
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