In this week’s episode, Kyle sits down with media juggernaut Ross Mathews. They explore the various eras of Ross's life, from his early days on “The Tonight Show,” hosting his own talk show, to joining the global phenomenon “RuPaul’s Drag Race.” They also discuss the challenges and triumphs faced in the entertainment industry, the impact of reality TV, and the transformational power of grief. Ross also shares insights on his podcasting journey, the importance of vulnerability, and his recent foray into children's literature.

Chapters

• Leaving a farm town for Hollywood dreams
• Interning at “The Tonight Show”
• The red-carpet experience
• The “Chelsea Lately” years
• The “Hello Ross” dream comes true
• The “Hello Ross” dream is taken
• The impact of loss and grief
• “Straight Talk with Ross” podcast
• Reality TV highs and lows
• The journey with “RuPaul’s Drag Race”
• “The Drew Barrymore Show” years
• Writing children's books
• The need for connection and communication

In this powerful discussion, trailblazing comedian Judy Gold shares her incredible journey through comedy over the past four decades. She shares her experiences in stand-up, working on the groundbreaking series 'All American Girl,’ and the evolution of LGBTQ representation in comedy. Judy also reflects on the challenges faced by women in the industry, her time working on 'The Rosie O'Donnell Show,' and the current landscape of comedy amidst rising antisemitism.

Chapters

• The importance of representation in comedy
• Changing landscape of comedy due to social media
• Judy’s journey as a gay parent and comedian
• Women in comedy: challenges and triumphs
• The evolution of LGBTQ representation in comedy
• The rise of antisemitism and its impact on comedy
• The complexity of Middle Eastern politics
• Working on 'The Rosie O’Donnell Show'
• Rapid fire reflections

In this heartfelt conversation, Kyle is joined by podcaster-producer-musician-actress Nikki Boyer, who is also the creator of "Dying for Sex." They explore the complexities of life, loss and creativity amid tragedy. They discuss Nikki's journey from performer to podcaster, the impact of her friend Molly's battle with cancer, and the creation of the series 'Dying for Sex.' The conversation delves into themes of grief, legacy, and the importance of embracing uncomfortable conversations. Nikki also reflects on her years co-hosting the "Straight Talk with Ross" podcast with Ross Mathews.

Chapters

• Kyle's tangle with TikTok
• Confessions of a pimple popper
• Nikki's journey from performing arts to podcasting
• The creation of 'Dying for Sex'
• The legacy of Molly
• Sharing uncomfortable stories
• The balance of gratitude and grief
  
  

In this bonus episode, Kyle is joined by one of his best friends Nick Caggiano. The two dig into Nick's latest dating debacles, including an epic 10-hour first date, a quick declaration of love, and a furry surprise. They also discuss the complexities of communicating on dating apps, Nick's trad-husband tendencies, and the need to remain authentic from profile to in-person.

Chapters

• Dating Adventures and Experiences
• The Intensity of First Dates
• Understanding Love and Attachment
• Fashion Choices and Personal Preferences
• Friendship and Emotional Support
• Future Aspirations and Family
• Reflections on Modern Dating

In our latest episode, Kyle is joined by publicist and fashion guru Matt Dillon. The two explore themes of love for animals, personal growth, addiction, and finding one's place in the world. They also discuss the importance of relationships, the impact of loss, and the joy of connecting with furry friends, particularly Matt’s life-changing bond with a chimpanzee named Limbani.

Chapters

• Navigating Life Changes and Family Dynamics
• The Journey from Australia to the U.S.
• Building Relationships and Community
• The Impact of Past Trauma
• Coming Out and Family Support
• Struggles with Addiction and Recovery
• The Intersection of Drugs and the Adult Industry
• The Impact of a Tragic Death
• Unique Bond with a Chimpanzee
• The Evolution of a Fashion Guru

In this episode, rising singer-songwriter Chris Housman shares his journey growing up in rural Kansas, to becoming an out and proud country musician. He reflects on the experience of his first headlining tour, the difficulties of coming out in a conservative environment, and the influences that shaped his music. Housman discusses the creative process behind his debut album 'Blueneck' and his mission to write songs that hold no boundaries. He also shares his challenges and triumphs being out in the country music scene, and the impact he hopes to have on younger LGBTQ+ artists.

Chapters

• The Journey Begins: Chris Housman's First Tour Experience
• Leaving the Safety Net: Transitioning to Full-Time Music
• Growing Up in Kansas: The Struggles of Identity
• Coming Out: The Personal Journey of Acceptance
• Influences and Inspirations: The Role of Icons in Music
• Writing Process: The Art of Songwriting in Nashville
• Navigating the Music Industry as an LGBTQ+ Artist
• Dealing with Loss and Grief in Music
• Connecting with Fans and Impacting Lives

In this pride-themed episode, Kyle is joined by fellow podcaster and intuitive Mr. Malone. They share their experiences with Pride, finding your tribe, and navigating the LGBTQ+ landscape. They also reflect on challenges faced in their youth, the impact of the AIDS epidemic, and the importance of seeking community. They also get tangled in the emotions of feeling like an outcast in the gay community, the power of female friendships, and Mr. Malone's rise from the ash after losing his home in a wildfire.

Chapters

• Navigating the Gay Community
• Reflections on the AIDS Epidemic
• Friendships and Relationships
• Generational Perspectives on Being Gay
• Current Projects and Future Directions
• Resilience Through Fire: A Personal Journey
• Finding Community and Identity in Pride
• Navigating Relationships and Parenthood
• Gratitude and Growth: Embracing Positivity

In this episode, we explore themes of loss, the power of food, personal growth, and the importance of community. Chef Carla Hall discusses her rise to success in her 40s, her goal to stretch her limits and explore new passions, and her nearly 20-year marriage. Carla also discusses the significance of embracing challenges, the power of "yes," and her love of the LGBTQ community. Kyle also shares his recent tangles, including a family loss and comfort shows ("The Comeback," "Looking," and "Getting On").

Takeaways

• Food is love and food connects us all
• People are inherently good
• 'Say yes, adventure follows, then growth'
• Being unapologetically yourself
• The power of reinventing yourself