Comedian Ester Steinberg joins the show. Ali and Ester chat: Ester's recent nose job, her long distance love story, what it takes to get a man to propose, and when Ester thinks cheating is OK.

Is Cheating Ever Okay? with Ester Steinberg

Ali Kolbert is “a post-therapy Howard Stern, in the body of a 5'2," 30-year-old lesbian.” Each week, she’ll bring her frank, lively style and particular, unapologetic perspective to conversations with celebrities, experts, and other comedians about everything from pop culture to relationships to mental health.

Society & Culture

Personal Journals

History

Philosophy

Places & Travel

Comedy

Sexuality

Health

Health & Fitness

Comedy Interviews

In the final episode of Breaking Down, Ali is joined by iconic New York couple, Roberta Smith and Jerry Saltz. Smith, the newly retired co-chief art critic of The New York Times, and Saltz, the senior art critic for New York Magazine, chat with Ali about: what makes “good art,” pursuing your passions, finding your purpose later in life, the makings of successful partnership, the relationship between work and neurosis, and much more.
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Jerry Saltz and Roberta Smith: Having Art Together

Lilly and Ali chat: Lilly's come up as a YouTuber, the keys to a great relationship, social media detoxes, The Mindful Adventures of Unicorn Island, and more.
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Lilly Singh: "Be A Triangle"

Comedian Leslie Liao joins the show and talks about her impressive journey as a stand-up from working HR at Netflix to snagging a hot-to-get special on the platform. The two dig into writing material, breaking out in the scene, and the agony of dating straight men.
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Leslie Liao: A Comic's Journey

Podcaster Mal Glowenke chronicles her journey of “escaping the hetero sexual trap.” Mal and Ali take listener questions like: is scissoring really a thing, smooth pick up lines, and best date ideas.
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Mal Glowenke: Escaping Heterosexuality

YouTuber Mattie Westbrouck talks safety in relationships, anxious attachment, “queering” straight relationships, feeling OK, and being famous online. PLUS: special guest Luca makes his first appearance!
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Is Cheating Ever Okay? with Ester Steinberg

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