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