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The Tangle with Kyle Ridley

Kyle

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!

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26 episodes
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English

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#84
September 15 · 59 min
Tangled in 'The Jellicle Ball,' Rosie O'Donnell & 'Deviant' Thoughts (with Sydney James Harcourt)
Broadway start Sydney James Harcourt shares his inspiring journey from Detroit to Broadway, his experiences with identity, community, and his new single, ‘Deviant.” Sydney also gets candid about coming out, bullying, and building community. He also shares his emotional experience getting to know Rosie O’Donnell, appearing on ‘Jimmy Kimmel,’ and how he’s navigating a massive wave of attention. Chapters Detroit upbringing Family influence and early dreams of music and theatre Pursuing the arts and taking risks Identity and coming out Overcoming bullying and finding confidence in adulthood Past and current crushes The club scene, voguing, and nightlife in New York Broadway roles: ‘American Idiot,’ ‘Girl from North Country’, ‘Hamilton’ ‘Cats: The Jellicle Ball’ The final performance of Cats and its emotional significance Meeting Rosie O'Donnell and the Jimmy Kimmel appearance Inspiration behind ‘Deviant’ music
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#83
September 8 · 57 min
Tangled in Awareness, Advocacy & Always Being a Bear (with Brian Sims)
Brian Sims shares his journey from a military family and college football star to a dedicated LGBTQIA+ advocate and politician. He discusses early awareness of his sexuality, the importance of community, and the ongoing fight for civil rights and representation. Brian also gets candid about body image, the bear community, and his hopes and fears for the upcoming election. Chapters Early life and military family background Journey of self-discovery and coming out at 22 The role of community and representation His work in politics and civil rights advocacy The importance of education and local activism His experience with HIV/AIDS history and activism The impact of media and role models like Wilson Cruz Fitness journey and identity as a bear The significance of the Nasty Pig photo shoot Current political challenges and hope for the future Tangles
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#82
September 1 · 56 min
Tangled in Openness, Tenderness & Humor with Heart (with Evan Mulrooney)
Evan Mulrooney joins Kyle to discuss his upbringing in Delaware, exploring his identity, navigating body image issues, and embracing his authentic self through comedy, acting, and self-deprecation. Evan also offers insights into navigating masculinity, sexuality, and self-acceptance with humor and honesty. Chapters Evan's upbringing in Wilmington, Delaware His journey with body image and big morphia Exploration of sexuality and pansexual identity Impact of football culture and toxic masculinity Transition from sports to comedy and acting The role of humor in caregiving and community Experiences with mental health and self-acceptance Insights into LGBTQIA+ identity and societal perceptions Creative pursuits: acting, comedy, writing Hope and resilience in challenging times Tangles
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#81
August 25 · 50 min
Tangled in Irish Roots, Body Neutrality & Being a Disney Adult (with Maggie Winters)
Comedian Maggie Winters shares her journey to stand-up success, her creative process for her special “Marguerite,” and her thoughts on comedy, body neutrality, and navigating the industry. Follow Maggie on Instagram and watch her special on YouTube. Chapters Workshopping a stand-up special Growing up Irish and the desire for attention Deciding to pursue full-time comedy Life on the road and maintaining routines Embracing divisiveness and authenticity in comedy Community of comedians and influences Inspiring stand-up specials Sandwich artist Being a Disney adult Body neutrality versus body positivity Navigating politics and comedy communities Podcast origins and memorable episodes Deciding to speak about being single and bisexual Using social media for comedy and content creation Developing a new hour and working on material Tangles
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#80
August 18 · 59 min
Tangled in Being a 'Terrible, Horrible, No Good, Very Bad Gay' (with Eliot Glazer)
Comedian and author Eliot Glazer joins Kyle to discuss his new book of essays, “The Terrible, Horrible, No Good, Very Bad Gay.” The two explore themes of identity, community, and representation within the LGBTQIA+ experience, as well as the impact of the internet on queer identity and the challenges of navigating labels and body image. The conversation also touches on the dynamics of the “Queer Eye” phenomenon and personal growth in the face of societal expectations. Eliot also discusses the nuances of queer representation, the dynamics between gay men and lesbians, and the cultural significance of shows like “The Golden Girls.” He also shares his thoughts on the phenomenon of bachelorette parties in gay spaces and his love for “The View” and Howard Stern. Chapters Minority identity within the LGBTQIA+ community The internet’s role in queer connection and isolation The lifelong search for community Media representation and the formation of self-identity Labels within the LGBTQIA+ experience Body image and societal standards in gay culture The impact and legacy of “Queer Eye” Personal growth and internalized self-loathing Self-acceptance and the importance of community Dorothy, “The Golden Girls,” and queer identification Queer history and generational understanding Kindness, rejection, and emotional responsibility Bachelorette parties and the politics of gay spaces The cultural influence of “The View” Anti-Semitism, identity, and belonging Tangles
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#79
August 12 · 54 min
Tangled in People-Pleasing, Overthinking & Going Solo (with Bryan Safi)
This week, Bryan Safi shares his journey from a conservative upbringing in El Paso, Texas, to becoming a multifaceted performer. He discusses the evolution of his one-man show, “Are you Mad at Me?,” the importance of humor in overcoming childhood struggles, and the significance of LGBTQ+ representation in comedy. Bryan reflects on his early celebrity crushes, the challenges of family dynamics, and the cathartic experience of performing his new show. The discussion also touches on relationships, the comedy community, and current obsessions. Chapters Introduction and early connections The journey of a one-man show Childhood influences and family dynamics Celebrity crushes and animated characters Career beginnings LGBTQIA+ representation and community Finding humor in hard times People-pleasing The catharsis of performance Jennifer Love Hewitt friendship Reflections on divorce Comedy community: Michelle Collins, Danielle Schneider and Casey Wilson Tangles
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#78
August 3 · 1 hr
Tangled in Hope, Resilience & 'Common Knowledge' (with Rosie O'Donnell)
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
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#77
July 28 · 52 min
Tangled in Fatherhood, Clocking Teachers & 'Disgusting Confidence' (with Joe Dombrowski)
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
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#76
July 21 · 47 min
Tangled 'In Retrospect,' Little Distractions & Early 30s (with JORDY)
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
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#75
July 14 · 54 min
Tangled in Committing to the Bit, Embracing the Awkward & Being a 'Girl's Gay' (with Victor Carlesi)
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
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#74
July 10 · 56 min
Tangled in Identity, Control & Loving Daddies (with Gus Heagerty)
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
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#73
July 1 · 45 min
Tangled in Confidence, Authenticity & Happiness over Wealth (with Carla Hall)
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
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#72
June 24 · 55 min
Tangled in YouTube Reactions, Reality TV Obsessions & Boba Tea (with Matt Steele)
Actor and podcaster Matt Steele shares his journey from childhood theater in New Jersey to Broadway, TV, and making his own film. Matt offers insight into the entertainment industry, his creative process, and his passion for music and comedy. He also offers a glimpse into his deep friendship with “Two Gay Matts” co-host Matt Palmer. Chapters Early theatre experiences Broadway inspirations and education Transition to screen acting Return to theatre and off-Broadway debut Creating and producing “DIVOS” Future projects and comedy aspirations Reality TV obsessions Behind the scenes of a Super Bowl commercial Working with Regina King Experiences on “Dahmer” The journey of “Two Gay Matts” Tangles
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#71
June 17 · 1 hr 5 min
Tangled in Gay History, 'Hacks' Afterglow & Being 'Fruitful' (with Guy Branum)
Comedian, actor and author Guy Branum joins Kyle to discuss his illustrious career, including his work on “Chelsea Lately,” “Hacks,” “A League of Their Own,” and more. Guy shares insights on LGBTQ history, comedy evolution, and his new show, "Be Fruitful," heading to the Edinburg Fringe Festival. He also offers a deep dive into culture, community, and personal growth. Chapters “What the Old Gays Remember” The evolution of representation in comedy and writers’ rooms Coming out and the impact of the Internet Intergenerational connections and gay history Navigating hope and activism in challenging times Finding community and identity Crafting a comedy hour Expectations of the Edinburgh Fringe Festival Vulnerability in comedy Navigating love Impact of the 1984 Tony Awards Pop culture reflections “Chelsea Lately” days Mean vs. edgy humor The Fashion Police era “Hacks” “The Comeback” Rapid fire filmography
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#70
June 10 · 52 min
Tangled in Giggles, Grief & Gratitude (with Mr. Malone)
In this heartfelt and humorous interview, Mr. Malone shares his journey through grief, community, creativity, and gratitude. Mr. Malone speaks about reviving his podcast, “It’s a Gay, Gay, Gay, Gay Podcast,” the loss of his beloved 16-year old dog, and remaining grateful in the face of hardship. Through it all, Mr. Malone showcases his infectious humor and joyful outlook. Follow Mr. Malone on Instagram and visit maloneintuitive.com. Chapters Reconnecting and reflections Community and connection Grief and loss Gratitude and personal growth Art and expression Intuitive readings and life’s stage Tangles Connections and kindness Dating and relationships Humor and intimacy
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#69
June 3 · 56 min
Tangled in Sex Positivity, 'Twink Death' & Otter Birth (with Zach Noe Towers)
Comedian Zach Noe Towers joins Kyle for a wide-ranging discussion on comedy, sobriety, sex, mental health, and his new standup special, “Twink Death.” Make sure to follow Zach on Instagram and check out his special on YouTube. Chapters Netflix festival experience Sobriety and “Twink Death” connection Coming out journey Early gay exploration Comedy aspirations and challenges “Demon twink” era and identiy Relationships and thoughts on LTRs Navigating modern dating and apps Self-discovery in relationships Sex positivity Mental health and medication Community and collaboration in comedy Influences and mentorship Tangles
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#68
May 27 · 37 min
Tangled in Unapologetic Humor, Newlywed Life & Jim Carrey Vibes (with Heather Shaw)
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
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#67
May 20 · 36 min
Tangled in Brotherly Love, Virginia Roots & a Jackrabbit Tour (with Dermot & Kieran Mulroney)
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
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#66
May 12 · 1 hr 13 min
Tangled in Sex Advice, 'Monogamish' Life & Pegging (with Dan Savage)
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
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#65
May 6 · 59 min
Tangled in Banging Dudes, Starting Therapy & Being an Acquired Taste (with Rory James)
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
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