Episode 26: Gender & Privilege, Heartbreak & Healing

We are honored and grateful to be joined by the multi-talented, many-splendored Shakina Nayfack, who shares about her most recent show, Post-Op, and her deep commitment to community and care in art-making. We collectively address conundrums from listeners, including: what do you do when you want to cultivate a more compassionate point of view toward trans people, but it feels challenging to you? And what about when the people you want to have sex with are not ever the same people you want to have a relationship with? Plus nods to Hamilton, Wordsworth, Richard Bock, #allofwhoyouare, various ways of thinking about virginity, the importance of simultaneously holding celebration AND critique, and the beauty of chosen family.

And here’s Shakina sharing what is most important to her to communicate about sex and relationships:


And here’s a roundup of resources from the episode:


Shakina Nayfack

Musical Theatre Factory


One Woman Show

Transgender Today (New York Times series)

I’m From Driftwood

When Things Fall Apart by Pema Chodron

Caroline, Or Change by Tony Kushner and Jeanine Tesori

Dao De Jing: The Book of the Way by Laozi

Jagged Little Pill by Alanis Morissette

Vagina by Naomi Wolf


Lines Composed a Few Miles above Tintern Abbey, On Revisiting the Banks of the Wye during a Tour by William Wordsworth

Jonathan Livingston Seagull by Richard Bach

“When we allow our own light to shine, we unconsciously allow other people to do the same.” by Marianne Williamson