Dear Schuyler

Dear Schuyler

By Schuyler BailarSociety & Culture
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Dear Schuyler episodes

  • BONUS - Dr. Karen Tang

    In this bonus episode, Schuyler speaks with Dr. Karen Tang, gynecologist, viral TikToker, and author of the new book, It's Not Hysteria: Everything You Need to Know About Your Reproductive Health (But Were Never Told) out May 7th.


    Schuyler and Dr. Tang discuss the ins-and-outs of reproductive healthcare, with particular focus on gender affirmation and the effects systemic oppression on effective, compassionate care. Dr. Tang also explains common reproductive health conditions including endometriosis, PCOS, and fibroids and Schuyler discloses a bit about his own journey with gynecological care.

    1 hr 12 min
  • How can sharing our stories help others feel less alone? ✶ with Ryan Cassata

    Isolation often allows hate to endure, making it crucial to break through such barriers. However, for trans people, recounting one's journey can be a complex experience.

    That is why Schuyler invited Ryan Cassata on to the show. Together, they explore Ryan's discussions about his gender journey on shows like Larry King Live and The Tyra Banks Show, and his approach to sharing his life story through music.

    48 min
  • How can we undo the gender binary? ✶ with Devin-Norelle

    The gender binary, or the idea that there are only two genders, is at the core of so many issues facing transgender people today. However, Schuyler speaks with the host of PBS' Brave Spaces and trans advocate Devin-Norelle about how this false assumption impacts those who may not believe gender plays a significant role in their life, and how radical self-reflection can help dismantle this societal norm. 

    59 min
  • How do prisons shape society and gender? ✶ with Jaden Janak

    In many ways, the existence of police and prisons may feel natural to many people. However, Schuyler sits down with Professor and Scholar Jaden Janak to discuss how the Prison Industrial Complex we know today is actually a recent invention, and how this system serves those in power. Together they gather insight before Schuyler answers today's main question: How do prisons shape society and gender?


    This episode was recorded in April 2023


    Black and Pink PenPal program


    A guide to the Prison Industrial Complex by Critical Resistance

    53 min
  • How do parents support their transgender kid? ✶ with Nai and Leo

    Navigating the journey of caring for and supporting a transgender child can be overwhelming, especially for parents unfamiliar with the transgender experience.

    In this episode, Schuyler invites Nai and Leo, the first parent and child who reached out to him after his 60 Minutes feature aired. They delve into the discussion on how Nai affirmed Leo's identity, coped with less supportive relatives, and navigated the process of obtaining gender-affirming care.

    This interview was recorded in March 2023.

    52 min
  • Why are there so many anti-trans bills? ✶ with Chase Strangio

    Today, there are over 500 anti-trans bills that have either been passed or introduced throughout the United States. Though transphobia is not new, it is natural to wonder: why now?

    To address this question, Schuyler speaks with ACLU lawyer and activist Chase Strangio. He discusses why so many states are pushing for these laws, what their real intent is, and what we can do about them. 

    59 min
  • How do I manage my relationship with parents that don't understand me? ✶ with Raquel Willis

    It can be tricky for all of us to maintain a healthy relationship with our parents. But for trans people, this relationship can be even more complicated. To help navigate this complicated connection, Schuyler sits down with author and activist Raquel Willis. She discusses how the dynamic between her and her religious parents morphed over time. Raquel also discusses her new book, The Risk it Takes to Bloom, out November 14th. 


    1 hr 3 min
  • How do we find belonging without conforming? with ✶ Addison Rose Vincent

    Schuyler sits down with friend, nonbinary advocate, educator, and influencer, Addison Rose Vincent. In this conversation Schuyler and Addison discuss surviving as a trans person in this world, how many feel that gender nonconformity or trans-expression is a joke and the ongoing narrative of how people are supposed to respond to gender nonconformity and transness.

    ✶ If you have a question for Schuyler, send him a voice memo on Instagram @pinkmantaray

    1 hr 13 min
  • How do we bring our authentic selves to sport? ✶ with Erica Sullivan

    Schuyler sits down with American swimmer, Erica Sullivan.  Sullivan, who won a silver medalist in the 1500-meter freestyle at the 2020 Summer Olympics, opens up about being gay, the loss of her father and how she was able to bring her authentic self to the sport she loves.

    ✶ If you have a question for Schuyler, send him a voice memo on Instagram @pinkmantaray

    1 hr 11 min

About Dear Schuyler

From the publisher's feed

Schuyler Bailar was the first transgender athlete to compete on an NCAA Division 1 men's team. As a renowned speaker, author, and thought leader, Schuyler's work includes answering questions from all sorts of people relating to gender, current events, mental health, civil-rights issues, and so much more. But there are always questions left unanswered -- until now.