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TitreDateDurée
Tangled in Hope, Resilience & "Common Knowledge"03 Aug 202601:00:10

The incomparable and ever-inspirational Rosie O'Donnell joins Kyle to discuss her new one-woman show, “Common Knowledge,” which she’s currently preforming a sold-out run Off-Broadway. In a wide-ranging conversation, Rosie gets candid about losing her mother at 10 years old, her advocacy for health and LGBTQIA+ rights, and her hopes for America’s healing amid years of tumult. Rosie also reflects on a few of her iconic roles, her potential return to daytime, her move to Ireland, and much more! 

Chapters 

  • A maternal figure to millions
  • Health advocacy and holding others’ fears and grief 
  • The move to Ireland
  • “Common Knowledge” inspirations
  • Political turmoil and hopes for healing
  • The continual fight for equality
  • A return to daytime? 
  • “The View” reflections
  • The OWN year
  • Tangles
  • Rapid fire reflections
Tangled in Fatherhood, Clocking Teachers & 'Disgusting Confidence' (with Joe Dombrowski)28 Jul 202600:52:50

Comedian and former teacher Joe Dombrowski joins Kyle for a deep dive into his booming comedy career, marriage and having his first child. Joe also discusses his upbringing in Michigan, lessons learned from surrogacy, and how he navigates career as a new father. You can watch Joe’s new comedy special, “Dad on Arrival,” on YouTube. 

Chapters

  • Early life in Michigan
  • Supportive Midwest family
  • Joe’s school life, popularity, and social skills
  • Stand-up comedy and teaching career
  • Joe’s gay awakening and celebrity crushes
  • Representation and North Stars in media
  • Relationship with husband and early dating
  • Immersing in gay community and coming out
  • Marriage, family, and parenting plans
  • Lessons from IVF and surrogacy journey
  • Naming the baby and family decisions
  • Balancing touring and family life
  • Considerations with a young son
  • The state of comedy and audience engagement
  • Hope, resilience, and personal growth
  • Tangles

 

Tangled in Unapologetic Humor, Newlywed Life & Jim Carrey Vibes (with Heather Shaw)27 May 202600:37:22

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)20 May 202600:36:22

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)12 May 202601:13:09

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 (with Rory James)06 May 202600:59:55

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)29 Apr 202601:06:22

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 
Tangled in Reflection, Recovery & Resilience (with Ty Herndon) 22 Apr 202600:51:38

In this heartfelt interview, country singer-songwriter Ty Herndon shares his journey of coming out in Nashville, addiction, sexual abuse, and healing. Ty documents his harrowing and inspiring story in his new memoir, 'What Mattered Most.' The pages are packed with authenticity, faith, and resilience from a country music legend who has lived through trauma and transformation.

Chapters

  • The journey of writing a memoir 
  • Recording the audiobook
  • Early life and coming out
  • Faith and spirituality
  • Support from family and fans 
  • The impact of music and advocacy 
  • Embracing authenticity and overcoming fear
  • The impact of Chely Wright 
  • Gay in Nashville
  • Love, loss and personal growth
  • Rape, trauma, growth, healing
  • Addiction, relapse, recovery
  • Finding hope 
  • Coming out to Cher
  • The joys of marriage 
  • Current tangles 
Tangled in Marriage, Fatherhood & 'Choreplay' (with Jordan Carlos)15 Apr 202600:57:19

Comedian and author Jordan Carlos joins Kyle to discuss his new book, “Choreplay: The Marriage-Saving Magic of Getting Your Head Out of Your Ass.” Jordan shares his transformative journey toward a healthier, more intentional marriage. From breaking down toxic beliefs to embracing therapy, Jordan reveals how small shifts can lead to deeper intimacy and personal growth.

Chapters 

  • The marriage-saving power of getting your head out of your ass
  • Mindset shifts from being a busy “man-child” to an engaged partner
  • Challenging outdated gender role beliefs about chores and responsibilities
  • The importance of consistency over grand gestures in relationships
  • How to recognize and shed the default “she does, I don’t” setting
  • Modern masculinity and the journey away from ego-driven performance
  • Practical tips for building trust, boundaries, and emotional availability
  • The role of therapy, self-reflection, and discipline in personal change
  • Creating household maps and routines for mutual reliability
  • Tips for better sleep synchrony and shared bedtime habits
  • Current tangles 

Connect with Jordan Carlos:

 

 

Tangled in Married Life, Funeral Homes & Clutch Women (with Sarah Colonna)09 Apr 202600:45:18

Comedian, author, actress and podcaster Sarah Colonna joins Kyle to discuss her new standup shows and comedic evolution. From Germany, Arkansas to Los Angeles, Sarah covers her early years on stage, working on “Chelsea Lately” for seven seasons, and marriage to retired NFL player Jon Ryan. She also discusses her comedy community, two podcasts, and creating her “Clutch Women” company. 

Chapters

  • Life on the road: mastering touring
  • Comedic inspirations
  • Growing up in Arkansas with a mom who worked in a funeral home
  • First time on stage
  • Crafting comedy
  • Navigating social media and political correctness
  • The “Chelsea Lately” years
  • Friendships and collaborations
  • Transitioning from writing to acting 
  • Married life and sports
  • Entrepreneurship and “Clutch Women”
  • “Book Lisp” podcast
  • “Are You My Podcast?”
  • Current tangles 

 

Tangled in Processing Trauma, Reconciling Faith & Embracing Sexuality (with David Archuleta)06 Apr 202600:31:25

In this candid interview, singer-songwriter David Archuleta shares his heartfelt journey through faith, coming out, healing family wounds, and advocating for change within his religious community. His new memoir, “Devout,” offers hope, resilience, and a call for understanding.

Chapters 

  • David’s experience of leaving Mormonism and reconciling faith with sexuality
  • Jennette McCurdy’s encouragement 
  • The process of writing “Devout and confronting family trauma
  • The impact of childhood abuse stories on his personal growth and advocacy
  • How David’s faith and spirituality have evolved
  • Personal reflections on being misunderstood and the importance of authenticity
  • His approach to changing perceptions about LGBTQ+ individuals in religious contexts
  • The significance of boundaries and estrangement in healing family relationships
  • Tangled in the “Devout” EP
Tangled in the '90s, MTV & Queer Visibility (with Dave Holmes)02 Apr 202601:00:32

Best-selling author, editor, and former MTV VJ Dave Holmes joins Kyle for a reflective hour on the ‘90s, pre-online dating, tangible media, and much more. Dave offers behind-the-scenes stories from his days at MTV, including dream interviews and placing second on the “Wanna Be a VJ” contest. He gets candid about coming out, celebrity crushes, and hosting the “Homophilia” podcast. Dave also discusses the evolution of music videos, digital media, and the rapid consumption of music instead of a steady rollout. 

Chapters

  • Stories from the 90’s cruise 
  • The power of Edwin McCain 
  • The nostalgia of early MTV moments and favorite bands 
  • Insights on queer artists 
  • Lilith Fair, female singer-songwriters and representation 
  • Being a theater and variety show enthusiast and early influences 
  • The rise of MTV and music videos; early exposure to cable 
  • Early queer visibility through TV and music 
  • Coming out stories and personal growth 
  • Collecting vintage literature and the importance of tangible media 
  • Memories working at MTV, meeting legendary artists, and memorable interviews 
  • The decline of traditional cable TV, the evolution of music videos, and streaming era 
  • Transition from TV hosting to writing articles and books 
  • Reflections on writing "Party of One" and future projects 
  • The loss of physical media and its cultural impact 
  • Talking about the impact of curated collections on perception
  • Current tangles
  • Celebrity crushes  
Tangled "In Retrospect," Little Distractions & Early 30s (with JORDY)21 Jul 202600:47:01

Singer-songwriter JORDY shares insights into his new album “In Retrospect,” his journey with sexuality, and navigating the music industry as a queer artist. We explore themes of self-awareness, emotional growth, and the influence of nostalgia on his creative process.

Chapters

  • JORDY’s musical evolution from third to fourth albums
  • Growing up in Illinois and coming out
  • Navigating repression and acceptance
  • Learning about sexuality online
  • Influences and role models
  • Representation in music
  • Maintaining hope
  • Reflecting on youth and nostalgia 
  • Emotional themes “In Retrospect”
  • Confusing anxiety with love
  • Single life
  • Fun nights and personal identity
  • Feeling cool and navigating insecurity 
  • Writing process
  • Love languages
  • Tangles 
Tangled in Bittersweet Endings, Gratitude & Living Out Your Dreams (with Sherri Shepherd)30 Mar 202600:28:30

This week, Kyle is joined by Emmy winning host Sherri Shepherd, who shares her journey through comedy, television, and her new “Make it Make Sense” comedy tour. Sherri discusses the evolution of standup, the challenges of social media, her diverse roles, and her closeknit comedy community. She also shares the joys of having her own talk show and the bittersweetness of having it come to an end this year. Get your tickets to Sherri’s tour at sherrishepherd.com.

Chapters 

  • Standup comedy craft and evolution
  • Impact of social media on comedy
  • Balancing multiple entertainment roles
  • Friendship and collaboration in comedy
  • Challenges and opportunities in TV hosting
  • Work-life balance and career reflections
  • Upcoming projects
  • Current tangles
  • Rapid fire roles 
Tangled in Margaret, Maya, 'Scrubs' & a New Tour (with Joel Kim Booster)26 Mar 202600:31:18

This week, Joel Kim Booster opens up about his diverse career in comedy, acting, writing, and producing. He shares insights on his creative process, navigating the industry, and balancing personal life with professional projects, including his work on 'Fire Island' and the new 'Scrubs' revival. Joel also offers a preview of his new standup tour, heading across the country. 

Chapters 

  • Core love for writing
  • Generating standup material
  • Inspirations 
  • Love for “biological mom” Margaret Cho
  • Navigating personal and political themes in comedy 
  • The pressure to perform crowd work
  • “Scrubs” revival
  • Working with Maya Rudolph on “Loot” 
  • Current tangles 
Tangled in 'The Comeback' & Lisa Kudrow's Brilliance (with Dan Bucatinsky)23 Mar 202600:32:37

This week, Kyle is joined by Emmy winning actor, writer and producer Dan Bucatinsky. They discuss the third and final season of “The Comeback,” which is Kyle’s all-time favorite show! Dan shares insights into its creative process and enduring legacy over 21 years. He also offers an inside look at the show's development, Lisa Kudrow's remarkable talents, and the evolving landscape of television. 

Chapters         

  • The origins and resurgence of The Comeback on HBO, including its cult following
  • Lisa Kudrow’s exceptional acting skills and her versatility across comedy and drama
  • The role of scripted writing vs. improv in modern television production
  • Remembering Robert Michael Morris
  • The influence of nostalgia and reality TV’s rise on scripted comedy
  • The impact of AI and technology on future TV storytelling
  • The importance of authenticity and vulnerability in contemporary reality shows
  • Dan's long-standing relationship with Lisa Kudrow and career highlights
  • The shift toward embracing cringe humor and reality-based entertainment
  • Current tangles
  • Rapid fire roles 
Tangled in Pivots, Privacy vs Public Persona & 'The Anchor Voice' (with Jeannette Reyes) 19 Mar 202600:45:13

This week, Kyle is joined by journalist, social media pro and his former colleague Jeannette Reyes. She shares her journey from aspiring attorney to successful journalist and social media personality. Jeannette reflects on her standout moments in journalism, the challenges of the industry, and her transition to a more flexible career that allows her to embrace motherhood and personal growth. Jeannette discusses the importance of cultural representation, maintaining relationships, and the impact of humor in her work. She also highlights her podcasting experience and the value of vulnerability in storytelling, all while navigating the complexities of modern life and career pivots.

Chapters 

  • Early life and childhood aspirations
  • Journalist career highlights
  • Transitioning out of news
  • The changing landscape of journalism
  • Social media success and “the anchor voice”
  • Marriage and the importance of humor
  • Moving to the Big Apple
  • Navigating public perception and criticism
  • The decision to stay private
  • Empowering others through career pivots
  • The impact of news on parenting
  • Holding hope 
  • Vulnerability in storytelling
  • Self-care and growth
  • Current tangles 
Tangled in 'Stand By Me' and Remembering Rob Reiner (with Jerry O'Connell)16 Mar 202600:23:12

This week, celebrated actor and host Jerry O’Connell speaks with Kyle about the 'Stand By Me' 40th anniversary tour with castmates Corey Feldman and Wil Wheaton. Jerry reflects on the iconic movie, which he filmed at just 11 years old. He also shares his grief in the wake of director Rob Reiner’s passing and gets candid about hitting a professional peak as a child. 

Chapters 

  • Remembering Rob Reiner
  • The joy of reunion and touring 
  • Impact of 'Stand By Me' 
  • Navigating fame as a child actor 
  • The significance of 'Stand By Me' in pop culture and personal memories
  • Current projects and reflections on aging in Hollywood
  • Coming to terms with professionally peaking as a child 
  • The importance of acceptance and personal growth
  • Cultural shifts in film and family 
  • Current tangles 
Tangled in Bravo and The Real Housewives of ... Everything (with Ben Mandelker)10 Mar 202600:51:49

This week, renowned podcaster Ben Mandelker discusses his rise in the podcasting ranks with “Watch What Crappens,” where he deep dives into Bravo’s countless reality shows. The conversation also covers Ben’s early influences, coming out, celebrity north stars, “The Real Housewives” franchises, and the dynamics of the podcasting community.

Chapters

  • Childhood influences and early interests
  • Coming out
  • SNL and comedic influences 
  • Reality TV beginnings and blogging
  • Bravo evolution
  • Podcasting journey with “Watch What Crappens”
  • Relationship with cohost Ronnie 
  • Housewives: roses and thorns
  • The future of RHONY
  • The reality podcasting community 
  • Impersonations and improvisation 
  • “Margarita Lady”
  • RHOP and RHOSCL
  • Redemption seasons 
  • Humor in dull seasons
  • Food love 
Tangled in 'Lizzie McGuire,' Hallmark Dreams & The Blowers (with Jonathan Hurwitz)05 Mar 202600:47:00

This week, screenwriter and producer Jonathan Hurwitz shares his journey through coming out in small-town Maryland, to moving to New York City and Los Angeles for a career in entertainment. We discus his work on the “Lizzie McGuire” reboot that never made it to air, as well as his dating life, hookup apps, and pivoting in your 30s. 

Chapters 

  • Maryland upbringing and family support
  • Moving to New York and Hollywood 
  • Working in animation at Pixar
  • Coming out and early sexual experiences
  • Open relationships
  • Dating apps and the Blowers
  • Screenwriting dreams
  • Hallmark aspirations
  • The canceled “Lizzie McGuire” reboot
  • Current tangles 
Tangled in Directing, Community & Jazz (with Tony Goldwyn)02 Mar 202600:30:35

This week, actor-director Tony Goldwyn joins Kyle to discuss co-directing “Chez Joey,” now playing at Arena Stage in Washington, DC. The show is choreographed by Savion Glover, stars Tony winner Myles Frost, and explores themes of love, jazz, community, and artistic expression. Tony reflects on the challenges and rewards of bringing the show to life, the importance of storytelling, and the impact of art in bridging divides in society. Additionally, he shares insights on maintaining hope in divisive times and the inspiration behind his podcast with his daughter. Tony also participates in a rapid fire round through his filmography. 

Chapters

  • “Chez Joey” background 
  • Working with Myles Frost and Savion Glover
  • Adapting “Chez Joey” for the stage 
  • Community and connection through art 
  • The experience of opening night
  • Working with his daughter on “Far from the Tree” podcast
  • The state of the industry 
  • Maintaining hope 
  • Current tangles
  • Rapid fire filmography 
Tangled in Vision, Outspokenness & the Hustle (with Heather McMahan)25 Feb 202600:59:16

The incredible Heather McMahan joins Kyle for the 50th episode of “The Tangle with Kyle Ridley.” The comedic powerhouse reflects on her winding journey to success, the impact of COVID-19 on her career, early influences, and her relentless work ethic. Heather shares her aspirations for the future, including scripted projects and her third comedy special. She also addresses the challenges of navigating public scrutiny and the importance of political commentary in her work, all while maintaining a light-hearted and humorous perspective. Heather discusses the cathartic nature of her podcast, the importance of family, her constant wanderlust, struggles with sleep, and how she maintains hope during challenging times.

Chapters 

  • Social media success
  • The impact of Covid on career
  • Comedy roots and influences
  • The hustle and work ethic
  • Vision boarding 
  • Comedy landscape
  • Politics and outspokenness
  • Handling public scrutiny
  • New comedy special
  • The catharsis of podcasting
  • Family and personal growth
  • Travel dreams and culinary adventures
  • Current tangles
  • Hope in dark times
Tangled in Theatre, Transformation & Tori Amos (with John Hill) 18 Feb 202600:50:45

This week, John Hill shares his journey from a conservative Texas upbringing to becoming a prominent figure in the entertainment industry. He discusses the challenges of growing up in a religious household, the impact of bullying, and the importance of finding community through theater. John reflects on the significance of media representation, his career in Broadway and television, and the influences of artists like Tori Amos. He opens up about his sobriety journey, body positivity, and the importance of self-acceptance as he navigates his life and career. 

Chapters

  • Conservative upbringing
  • Navigating bullying and being an outcast 
  • Coming out and family dynamics
  • Reflections on generational differences in the LGBTQIA+ community
  • Theatre career and Broadway experiences
  • Creative writing and comedy
  • Musical influences
  • Meeting and dating Andy Cohen
  • Celebrity crushes
  • Dating life
  • Working in reality TV 
  • The art of interviewing
  • Dream guests and starstruck moments
  • The “Housewives” phenomenon 
  • Sobriety journey
  • Body-positivity and self-acceptance
  • Upcoming book
  • Current tangles 
Tangled in Committing to the Bit, Embracing the Awkward & Being a "Girl's Gay" (with Victor Carlesi)14 Jul 202600:54:07

Kyle recaps his trip to Europe, breaks down the Emmy nominees, and offers some personal updates. He’s also joined by comedian Victor Carlesi, who shares his journey from small-town Pennsylvania to Chicago's vibrant comedy scene (and soon Los Angeles). Victor also discusses coming out, building community, comedic influences, goals for the future, and his best friendship with actress and comedian Meg Stalter. 

Chapters

  • Kyle’s London trip
  • Personal updates
  • Emmy nominations 
  • Victor Carlesi’s Pennsylvania childhood
  • Comedic influences and SNL heroes
  • Coming out story
  • LGBTQIA+ representation 
  • Best friendship with Meg Stalter
  • The appeal of leaning into the uncomfortable 
  • First stand-up experience and performing with Meg
  • Moving to Los Angeles and career aspirations
  • Writing process and social media strategy
  • Tangles 
Tangled in Best Friends, Characters & Creativity (with Lennon Parham)11 Feb 202600:48:21

Actress and director Lennon Parham shares her journey from Southern roots to becoming a prominent figure in comedy and television. She discusses her early education, the influence of her family, and her transition into the world of improv and writing. Lennon reflects on her deep friendship and creative partnership with Jessica St. Clair, navigating the challenges of the television industry, and the importance of female-driven narratives. She also touches on her experiences directing, balancing motherhood with her career, and her current projects, all while emphasizing the need for comedy in today's world.

Chapters 

  • Upbringing and early career
  • Journey to improv
  • Writing and collaborating
  • Best friendship with Jessica St. Clair
  • Television breakthrough
  • Challenges and triumphs 
  • Directing “Somebody Somewhere”
  • Directing vs. acting 
  • Small talk
  • Current tangles
  • Rapid fire roles 
Tangled in Representation, Comedic Genius & Grief’s Impact (with Tim Bagley)04 Feb 202600:53:25

This week, Tim Bagley shares his journey from a humorous Midwestern upbringing to becoming a prominent figure in comedy and television. He reflects on the challenges of LGBTQ+ representation in Hollywood, his personal experiences with coming out, and the impact of loss and grief on his life and career. Tim also discusses the importance of community, maintaining hope in difficult times, and the significance of his iconic roles in shows like “Will and Grace” and “Somebody Somewhere.”

Chapters

  • The early days
  • Comedy roots and influences
  • The move to Hollywood
  • Coming out and career challenges
  • The impact of loss and grief
  • Finding community 
  • The power of hope
  • “The Comeback” and its legacy
  • Working with legends
  • The beauty of “Somebody Somewhere”
  • Current tangles
Tangled in Laughter, Antiques & Identifying as a Witch (with Caroline Rhea)28 Jan 202600:38:40

This week, Caroline Rhea joins Kyle to discuss her new tour, standup special, and acting gigs past and present. Caroline shares her standup journey from the late ‘80s to today, in addition to discussing ageism and sexism in comedy. Caroline also reflects on her massive hit “Sabrina the Teenage Witch” and her yearlong talk show in the early 2000s. She shares personal anecdotes about parenting, the challenges of balancing career and family, and her new dramatic series, “Sheriff Country.” 

Chapters

  • Standup past and present
  • Evolution of comedy and female representation
  • Parenthood and comedy
  • Crafting a set
  • Early inspirations
  • “Sabrina the Teenage Witch”
  • Having a talk show 
  • New comedy special, “I Identify as a Witch”
  • “Sherrif Country” 
  • Maintaining hope 
  • Current tangles 
Tangled in Ireland, Knitting & Salads (with Colin Braun)23 Jan 202600:44:16

This week, comedian Colin Braun joins Kyle to discuss his winding road through engineering, comedy, all the way to Ireland. Colin shares his standup inspirations and what it was like to first get up on stage. He’s also candid about his struggles with depression and the complexities of life as a gay man with ADHD. Colin opens up about his divorce, fears of a fascist government, and his move to Ireland after the 2024 election. He also discusses his analytical approach to comedy, health, salads and much more. 

Chapters

  • Early inspirations
  • Open mic nights
  • Analyzing and tracking jokes
  • Childhood, depression and ADHD
  • Gay marriage, gay divorce
  • Leaving the U.S. for Ireland 
  • Comedy, dating and health care in Ireland 
  • Self-sufficiency in cooking and health
  • All about salads
  • Current tangles 

 

Tangled in 80's Nostalgia, Songwriting & Life on the Road (with Tiffany)20 Jan 202600:47:52

Pop star Tiffany joins Kyle to discuss her 40-year career in music and the many ups and downs through the decades. Tiffany shares her journey from a record-breaking teen performer, navigating industry rejection in her 20s, becoming a mom, and finding her sweet spot as a songwriter. She reflects on the lack of sisterhood in the industry in her early ears, and the pressures of being in the public eye at a young age. Tiffany also offers insights on personal growth, the importance of friendship, and her new culinary and holistic projects.

Chapters 

  • UK life and getting over fears of flying 
  • The early days and chaotic childhood 
  • Expression and comfort through poetry 
  • 80’s pop star and touring malls
  • 90’s industry shifts and motherhood
  • Embracing songwriting 
  • Reflections on fame, pressure and loneliness 
  • Overlap with Alanis Morissette 
  • “Pop Life” cookbook
  • Charity and holistic projects
  • Planning a memoir  
Tangled in Writing Rooms, 'Couples Therapy' & Canine Care (with Naomi Ekperigin)14 Jan 202600:46:22

This week, writer/comedian Naomi Ekperigin deep dives into her multifaceted career. Naomi and Kyle discuss her early influences, the evolution of her comedy career, and the impact of the pandemic on her work. She reflects on the challenges of navigating the comedy scene, the role of social media, and her commitment to safety in public spaces. Naomi also delves into her experiences with marriage, pets, and finding hope in difficult times. She also talks about her work on “Broad City,” “Mythic Quest,” “St. Denis Medical,”  and her weekly podcast, “Couples Therapy.” 

Chapters 

  • A performer through and through
  • Improv journey 
  • 90’s entertainment and iconic Black television 
  • The art of standup
  • The pandemic’s impact on her work
  • Writing for television
  • Social media in comedy 
  • Dog momma 
  • Her pets have taught her about love and responsibility
  • Hope in dark times
  • Current tangles
  • Rapid fire reflections 
Tangled in Ex-Wives, Sobriety & Roseanne (with Tom Arnold)08 Jan 202600:32:26

This week, Tom Arnold reflects on his extensive career in the entertainment industry, sharing insights about his journey through stand-up comedy, four ex-wives, fatherhood and sobriety. He discusses the evolution of comedy over the decades, his experiences with fame, and the legacy of the groundbreaking show 'Roseanne.' Tom also shares details about his directorial debut, 'The Breakup Pill,' and emphasizes the importance of resilience and humor in navigating life's challenges. Catch Tom on his ‘My Crazy X-Wife’ tour across the country. 

Chapters 

  • Resilience in the entertainment industry
  • Stand-up comedy through the decades 
  • ‘My Crazy X-Wife’ tour
  • Life lessons from fatherhood and divorces
  • Politics, comedy and Trump
  • The ‘Roseanne’ years
  • Directorial debut
Tangled in ‘Traitors,’ Real Talk & Raising a Toddler (with Candiace) 05 Jan 202600:50:42

Kicking off 2026, Candiace Dillard Bassett joins Kyle for a wide-ranging and candid conversation. Candiace discusses her experiences as a new mom, her participation in season four of “The Traitors,” and her upcoming music projects. She also reflects on the challenges of reality TV, the importance of authenticity, and her advocacy for the LGBTQ+ community. We also get tangled in “The Real Housewives of Potomac,” the fifth anniversary of “Deep Space,” and her harrowing postpartum experience. 

Chapters 

  • Returning to reality TV
  • “The Traitors” season four
  • Friendships in “The Traitors” castle
  • Reality TV: authenticity vs. drama
  • “Deep Space” anniversary 
  • New music in the works
  • Motherhood and postpartum emergency
  • Embracing the LGBTQ+ community 
  • Reflections on RHOP
  • Current tangles 
Tangled in Pop-Culture Obsessions & Spank-Bank Celebrities (with H. Alan Scott)23 Dec 202500:51:13

Culture and entertainment writer H. Alan Scott has a true tangle with Kyle, discussing the highs and lows of life. H. Alan shares his personal journey from Mormonism to Judaism, his experiences with cancer, and his lifelong love of all this pop culture. H. Alan shares his childhood influences, all-time favorite shows, standout interviews, and his Oscar predictions. The conversation also delves into celebrity crushes and the challenges of the entertainment industry.

Chapters

  • Reality TV and comfort viewing
  • Religious background
  • Surviving cancer
  • Childhood inspirations
  • Coming out and family dynamics
  • Tribute to Diane Keaton
  • Latest TV obsessions
  • Celebrity crushes
  • Memorable interviews
  • When interviews go south
  • Award predictions 
Tangled in Small Talk, Deep Dives & Female Friendships (with Jessica St. Clair)17 Dec 202501:05:43

Actress, author and podcaster Jessica St. Clair joins Kyle for a candid conversation on life, career, marriage and friendship. Jessica offers a hilarious and heartfelt look at life’s highs and lows – from landing major TV and film gigs, launching a hit podcast, writing with her best friends, to battling cancer and then caring for her husband in the wake of his diagnosis. Jessica also discusses the profound impact of her experiences and her unbreakable spirit. 

Chapters

  • The early years 
  • Finding comedic voice 
  • Navigating Hollywood 
  • Writing and performing comedy
  • The power of female friendships
  • “Best Friends Forever” and “Playing House” 
  • Recalibrating life after a cancer diagnosis
  • A new chapter in Londo
  • The impact of Covid 
  • Evolution of “The Deep Dive” podcast
  • “The Art of Small Talk”
  • Memoir in process
  • Current tangles 
  • Rapid fire reflections 
Tangled in Identity, Control & Loving Daddies (with Gus Heagerty)10 Jul 202600:56:56

Gus Heagerty shares his journey from a supportive (yet depressed) childhood, to becoming an acclaimed director and comedian. Gus and Kyle explore themes of identity, mental health, community, attraction, and more. Gus also shares his creative process, influences, and the lessons he's learned about love, control, and self-acceptance. Catch Gus on his “Is This the New Me?” tour now. More details on his Instagram

Chapters

  • Childhood and family dynamics
  • Early humor, impressions, and school experiences
  • Coming out, therapy, and mental health journey
  • Community, dating, and social media exploration
  • Lessons from long-term relationship and trust
  • Comedy influences and creative evolution
  • Characters, impressions, and inspiration behind sketches
  • New tour, special, and future projects
  • Reflections on identity, control, and self-acceptance
  • Tangles 
Tangled in Nashville, Broadway & Heartland Holidays (with MORGXN)12 Dec 202500:48:22

Kyle is joined by singer-songwriter Morgan Karr (MORGXN), who shares his journey from Nashville to Los Angeles and back, exploring themes of identity, love, loss, and resilience. He discusses the impact of his southern upbringing, coming out, and the importance of finding role models and supporters in the LGBTQ+ community. MORGXN also reflects on his experience in Broadway’s “Spring Awakening,” his songwriting process, and the healing power of pets. He emphasizes the significance of hope in his music and the need for inclusivity in holiday songs. 

Chapters

  • Nashville upbringing
  • Religious trauma in the South
  • Finding role models in the LGBTQ+ community 
  • Broadway experiences
  • Songwriting to express personal truths 
  • The life-changing power of pets 
  • Creating meaningful music videos 
  • Nashville’s melting pot of talent 
  • The Heartland EPs 
  • Themes of resilience and hope for the queer community
  • Inclusivity in holiday music 
  • Current tangles
Tangled in Books, Burnout & Breaking Boundaries (with Phoebe Robinson) 08 Dec 202500:43:55

This week, Kyle is joined by comedian-author-actress-entrepreneur Phoebe Robinson! The trailblazer reflects on her journey from aspiring writer to a prominent figure in comedy and publishing. She also discusses her comedic influences, the evolution of the comedy landscape, and her experience launching the imprint, Tiny Reparations Books. Robinson shares insights on personal growth, the challenges of balancing work and life, and her new special, 'I Don't Wanna Work Anymore.' The discussion also touches on the impact of social media, the importance of authenticity in comedy, and her views on relationships and self-worth.

Chapters

  • Ohio upbringing and comedic north stars
  • The divisive state of comedy
  • The writing journey
  • Love of books and launching an imprint
  • Crafting a special
  • “I Don’t Wanna Work Anymore” 
  • Pushing boundaries 
  • Growth from 30 to 40
  • Exhaustion of the 'girl boss' mentality
  • Becoming a marathon runner
  • Current tangles
  • Rapid fire reflections 
Tangled in Touring, True Crime & Taylor Swift (with Liza Treyger) 03 Dec 202500:53:40

This week Kyle is joined by comedian, podcaster and actress Liza Treyger! They discuss her recent European tour, childhood influences, and the impact of television on her career. Liza reflects on the evolution of comedy in the age of social media, her unique performance style, and the current state of the comedy scene, particularly regarding political commentary and the wave of ‘bro’ podcasters. Liza also shares her passion for true crime cases, her ultimate dreams, and her love for Taylor Swift. 

Chapters

  • European tour
  • Childhood and early influences
  • From open mics to headlining 
  • Netflix special
  • Crafting material
  • The state of comedy
  • Political comedy and podcasting 
  • Women in comedy 
  • Censorship and free speech 
  • Creative control and personal ambitions
  • Future projects
  • True crime fascination
  • Taylor Swift tangle
Tangled in Passion, Poetry & Purpose (with Charles Esten) 25 Nov 202501:19:19

This week, Kyle is joined by actor, musician and improv king Charles Esten! Charles reflects on his journey growing up in Alexandria, Virginia, to becoming a beloved musician and actor, widely known for hit shows ‘Nashville’ and ‘Outer Banks.’ Charles shares insights into his songwriting process, the importance of family, and the healing power of music through his involvement with Musicians On Call. Charles also discusses the joys of performing live, his lasting relationships with co-stars, and his passion for authenticity and connection. Charles covers many more topics including his wide-ranging roles on screen, his upcoming films, ‘Nashville’ reunion tour, turning 60, and his 34-year marriage. 

Chapters

  • Growing up in the DMV
  • Family influences 
  • Poetry and songwriting 
  • Love for the Birchmere
  • Crafting a setlist 
  • “Love Ain’t Pretty” 
  • Improv days and “Whose Line Is It Anyway?’
  • “The Office” experience 
  • “Nashville” dreams and the power of Connie Britton
  • Balancing passion and work 
  • Musicians on Call
  • Reflections on turning 60
  • IMDB rapid fire and upcoming films 
Tangled in 'Glee,' a Massive IMDB & Swingin' Christmas Classics (with Jane Lynch)19 Nov 202500:37:03

This week, Kyle is joined by Emmy winner Jane Lynch! The renowned actress, musician and host is heading out on her annual “Swingin’ Little Christmas” tour with friends Kate Flannery and Tim Davis. The tour kicks off Nov. 29 in Bethesda, Maryland, and runs through Dec. 17. In addition to the tour, Jane reflects on her illustrious career and some of her most acclaimed roles, including “Best in Show,” “A Mighty Wind,” and “The 40-Year-Old Virgin.” Jane also gets candid about the massive success of “Glee” and the tragedies that loom over the groundbreaking series. 

Chapters 

  • Acting aspirations
  • “Best in Show” big break
  • Lengthy IMDB 
  • “Happy Accidents” memoir
  • Maintaining hope
  • “40-Year-Old Virgin” 
  • “Glee” highs and lows
  • “The Weakest Link” 
  • “A Swingin’ Little Christmas”
  • Current tangles
  • Rapid fire career highlights 
Tangled in Crafting Characters & Mastering Impressions (with Andrea Lopez)13 Nov 202500:36:22

This week, comedian and impressionist Andrea Lopez joins Kyle to share her comedic journey from DC, Los Angeles, to New York City. She discusses her early SNL influences, the importance of mentorship, and the challenges of navigating the entertainment industry. Andrea also reflects on her experiences with rejection, her creative process in developing characters, and honing her impressions. We’re also treated to her hilarious impersonations of Teresa Giudice, Kourtney Kardashian, Jennifer Coolidge, and more.

Chapters

  • DC roots
  • Family and comedy influences
  • SNL inspirations and auditions
  • Crafting characters 
  • Honing impressions
  • Love for Heather McMahan 
  • Love for Sarah Fraser
  • Lessons from the stage
  • Pandemic pivot
  • Navigating rejection
  • “Big Wigs” podcast 
  • Content creation
  • Current tangles
Tangled in Community, Comfort Cuisine & Culinary Comedy (with Phil Rosenthal) 10 Nov 202500:31:59

This week, Kyle is joined by writer, host, traveler, and foodie extraordinaire Phil Rosenthal. They discuss his new book, “Phil's Favorites: Recipes from Friends and Family to Make at Home,” and his passion for uniting people through food and travel. Phil also reminisces on 30 years of “Everybody Loves Raymond” and his favorite parts of scripted vs. unscripted shows. Phil reflects on the significance of community and laughter, shares insights on the evolution of comedy, and highlights his new diner venture. Phil also emphasizes the joy of food as a connector and the role of diversity in enriching culinary experiences.

Chapters

  • Food is Phil's love language, bonding with loved ones over meals
  • Shared love of food with his wife Monica 
  • Family recipes play a crucial role in Phil's life 
  • Phil's daily routine
  • Phil’s new diner
  • Seasonal comfort foods
  • Community and laughter are essential in combating divisiveness 
  • “Everybody Loves Raymond”
  • The current landscape of comedy 
  • Seasonal favorites 
  • Current tangles 
Tangled in 'Real World' Fame, Trauma, Hope & Healing (with Danny Roberts)05 Nov 202500:58:56

This week, Kyle is joined by “Real World: New Orleans” groundbreaker Danny Roberts. They reflect on Danny’s time on the show 25 years ago, the intense scrutiny in the aftermath, and his experience reuniting with castmates in 2022 for “The Real World Homecoming.” Danny also reflects on his journey growing up in rural Georgia, the challenges he faced coming out to his family, becoming a prominent figure in the LGBTQ community, and the impact of reality TV on representation He also shares the complex emotions attached to filming the show during “Don’t Ask, Don’t Tell,” as well as his advocacy work for HIV awareness and becoming a father. 

Chapters

  • Rural Georgia upbringing 
  • Coming out and family dynamics
  • “The Real World” reflections and regrets
  • Reality TV overwhelm
  • Complex PTSD and life after the cameras 
  • The impact of reality TV on LGBTQ representation
  • The reunion and healing process 
  • Living with HIV and advocating for others
  • History Unerased
  • Fatherhood and escape to the woods
  • Maintaining hope
  • Current tangles
Tangled in 'Maisel,' 'Family Guy' & 'Getting On' (with Alex Borstein)30 Oct 202500:40:33

This week, Alex Borstein joins 'The Tangle' to discuss her decades-spanning career in comedy, new tour, and classic roles. Alex shares insights into her early influences, the process of crafting characters, and the balance of personal and political themes in her work. She also discusses her experiences on shows including 'The Marvelous Mrs. Maisel,' 'Family Guy,' 'MADtv,' and 'Getting On.' Catch Alex on tour now with 'Alex Borstein is Thirsty.'

Chapters

  • Developing comedic voice
  • Crafting characters
  • ‘Alex Borstein is Thirsty’ 
  • Incorporating political and hard-hitting issues in comedy 
  • The impact of 'The Marvelous Mrs. Maisel' 
  • Iconic Emmy speech 
  • Reflection on ‘MADtv,’ ‘Family Guy,’ ‘Shameless,’ and ‘Getting On’
  • Current tangles 
Tangled in Light through Darkness, Ultimate Hope & Beyoncé (with Cam)27 Oct 202500:46:54

This week, Kyle welcome Americana singer-songwriter Cam. They discuss her musical upbringing, traveling the world in a choir, and writing songs at an early age. Cam also shares the influences that shaped her and the impact of solo vs. collaborative songwriting. They also explore the challenges of navigating career transitions, the impact of becoming a mom in the pandemic, and the emotional weight and joy of creating music. Cam shares insights from her life as a mother and how it has influenced her artistry, as well as her thoughts on the current state of the music industry, and the power of hope in her work. Cam then discusses her work on “Cowboy Carter” and the mix of praise and backlash that groundbreaking album received. 

Chapters 

  • The influence of the Indigo Girls
  • Choir life and touring the world
  • Songwriter: solo and collaborative
  • Reflections on “Untamed” 
  • The creation of “Diane”
  • Motherhood and the pandemic’s impact of songwriting
  • “All Things Light” 
  • The challenges and realities of the music industry
  • Unyielding hope
  • Genetic testing’s impact on songwriting
  • “Cowboy Carter” 
  • Current tangles 
Tangled in Confidence, Authenticity & Happiness over Wealth (with Carla Hall)01 Jul 202600:45:36

Emmy winning host, chef, author and all-around wonderful Carla Hall returns to “The Tangle” to discuss her new one-woman show, “Please Underestimate Me,” now playing at Maryland’s Olney Theatre. Carla gets candid about her writing process, overcoming self-doubt, embracing authenticity, and her biggest life lessons learned. 

Chapters

  • The journey to a one-woman show
  • Crafting life lessons into performance
  • The quest for self-discovery
  • Navigating expectations and identity
  • The role of family influence
  • Culinary passion and personal growth
  • The importance of happiness over wealth
  • Embracing authenticity in opportunities
  • Lessons from competition and pressure
  • Finding voice and standing up for oneself
  • Vulnerability and healing through storytelling
  • Opening night
  • “Chewed Up”
  • Tangles
Tangled in Art, Activism & Impacting Change (with Dustin Lance Black)22 Oct 202500:58:22

This week, Kyle speaks with Oscar-winning screenwriter Dustin Lance Black. Kyle shares his personal connection to Black’s 2009 Oscar speech and how it impacted him as a college student. They also discuss Black’s tireless activism, his lifelong fight for equality, his mother’s impact, growing up Mormon, and the current state of filmmaking. Black also reflects on his past projects, his biggest lessons, and what’s next on his slate.  

Chapters

  • Mormon upbringing
  • Faith and identity 
  • “Mama’s Boy”
  • Activism is a continuous journey; the work is never done
  • The film industry presents unique challenges for LGBTQ narratives
  • “Pedro”
  • “Milk”
  • Dustin Lance Black's Oscar speech 
  • Collaboration and allyship are crucial in the fight for equality
  • The past can inform and guide future 
  • Hope and resilience are essential in the face of adversity
  • Current tangles
  • Work reflections 
Tangled in Rural Gay Awakenings & Dating vs. Seeing (with Nick Caggiano) 17 Oct 202500:53:40

This week, Kyle’s bestie Nick Caggiano returns to discuss their latest tangles! They share their thoughts on the new season of “Real Housewives of Salt Lake City,” as well as Nick’s lifelong love for “Designing Women.”  They also dig into deeper issues including Nick’s coming out story, religious family dynamics, and Nick’s latest dating tangles. They also touch on the role of faith and political views in dating, and the fun and spontaneity of meeting people on the dance floor. 

Chapter 

  • “I literally love being interviewed”
  • RHSLC
  • “Designing Women” – Justice for Julia Duffy 
  • Coming out/family dynamics/acceptance
  • The role of teachers in LGBTQ+ support 
  • Grace in parenting 
  • “Dating” vs “Seeing”
  • The dance floor connection 
  • Affection and intimacy in relationships
  • Faith in relationships 
  • Curiosity and expanding tastes 
Tangled in Comedy, Character & Consistency (with Wendi McLendon-Covey)14 Oct 202500:41:06

This week, Kyle is joined by the hilarious Wendi McLendon-Covey. They explore Wendi’s journey to Hollywood and the impact of her acclaimed roles on 'Reno 911,’ 'Bridesmaids,’ and ‘The Goldbergs.’ Wendi also shares her hopes for the new season of ‘St. Denis Medical,’ and looks back at some of her more obscure projects. 

Chapters

  • Long Beach for life 
  • Discovering improv  
  • The turning point of ‘Reno 911’
  • The enduring impact of ‘Bridesmaids’
  • Experiencing the ‘80s twice
  • Navigating tense times on ‘The Goldbergs’ 
  • Dramatic work offering new challenges 
  • A look back at lesser-known projects 
  • Current tangles 
Tangled in Jennifer Aniston, 'Sex and the City,' 'Heathers' & 'Homophilia' (with Matt McConkey)09 Oct 202500:49:29

This week, Kyle speaks with writer, actor and podcaster Matt McConkey. They discuss Matt's influences, friendships, and his journey to become a TV writer. They also revisit his previous podcasts and their impact, including “Homophilia” and “And Just Like Matt.” McConkey also shares his long-lasting love for Jennifer Aniston and the “Sex and the City” characters. 

Chapters

  • Acting, writing, laughing
  • The influence of Judy Garland
  • Enduring friendships with Casey Wilson and June Diane Raphael
  • Writing for the “Heathers” TV series 
  • The 'Homophilia' years 
  • “And Just Like That” … “And Just Like Matt”
  • Love for Jennifer Aniston (and a personal encounter)
  • “Sex and the City” wedding 
  • Current tangles 
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