31 episodes

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.

On "Dear Schuyler", the award-winning activist answers questions he receives from followers, allies, and anyone who wants to learn more about how our ideas of gender shape our lives. To help inform those answers, Schuyler speaks to guests whose wisdom and experiences are directly impacted by those questions -- people like like NCAA champion swimmer Lia Thomas, ACLU lawyer Chase Strangio, Olympian Megan Rapino and others. These are the culture movers, the experts, and the real people who tell their stories, teach their lessons, and help us all recognize how they're shaping today's society and culture. 

If you have a question for Schuyler, send him a voice memo on his Instagram @pinkmantaray, or go to DearSchuyler.com.

We need to understand each other better and whether you define yourself as straight, cis, gay, trans, non-binary, bisexual, asexual, or something else, this is the podcast we all need in today's changing world. "Dear Schuyler" humanizes the conversation.

Dear Schuyler Schuyler Bailar

    • Society & Culture
    • 4.4 • 99 Ratings

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.

On "Dear Schuyler", the award-winning activist answers questions he receives from followers, allies, and anyone who wants to learn more about how our ideas of gender shape our lives. To help inform those answers, Schuyler speaks to guests whose wisdom and experiences are directly impacted by those questions -- people like like NCAA champion swimmer Lia Thomas, ACLU lawyer Chase Strangio, Olympian Megan Rapino and others. These are the culture movers, the experts, and the real people who tell their stories, teach their lessons, and help us all recognize how they're shaping today's society and culture. 

If you have a question for Schuyler, send him a voice memo on his Instagram @pinkmantaray, or go to DearSchuyler.com.

We need to understand each other better and whether you define yourself as straight, cis, gay, trans, non-binary, bisexual, asexual, or something else, this is the podcast we all need in today's changing world. "Dear Schuyler" humanizes the conversation.

    BONUS - Dr. Karen Tang

    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 11 min
    What is good representation? ✶ with Leo Sheng

    What is good representation? ✶ with Leo Sheng

    In the last episode of season one of Dear Schuyler, Leo Sheng chats with Schuyler about why representation matters and why good representation is trickier than some might think.

    • 1 hr 10 min
    How can sharing our stories help others feel less alone? ✶ with Ryan Cassata

    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.

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

    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. 

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

    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

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

    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.

    • 51 min

Customer Reviews

4.4 out of 5
99 Ratings

99 Ratings

EmRichy33 ,

Love.

Thanks for spreading joy :)

Nell OB T ,

Great episode

Love love loved the episode talking to Elle Deran. Such an eye opening episode. Going to have to listen to it again because there is so much being said.

_giuseppe666 ,

A good place to start

This podcast meets people where they’re at, and doesn’t push ideologies. Just people having an open and honest conversation. At the end of the day, we’re all people wanting to live happy and fulfilled lives, right?

I was disappointed, but not surprised, to see that the only negative reviews are from people who came into this space with fear in their hearts. Here’s hoping that someday they’re able to listen and learn, life is too beautiful to waste away in hate.

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