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The Odd Girls Out

Informed Dissent for July 11, 2026 with Guest Jack of Shadows

Closing out Pride month, Cori Cohn and Lauren Leggieri sit down with pseudonymous writer Jack of Shadows — a cancelled public health professional, gay man, and contributor to our Substack — for a real conversation from inside the LGB about what happens when trans and queer politics collide with gay life.

The conversation centers on “Odd Girls Out: Trans-Identified Women in Gay Male Spaces (Part 3: The White Knight and the Wallflower),” the final piece in Jack’s three-part series. Drawing on a firsthand account from a gay men’s retreat, Jack argues that gay male affinity spaces are built on shared orientation — and that well-meaning efforts to include trans-identified women in those spaces, however kindly intended, don’t resolve the underlying mismatch so much as paper over it. It’s a meditation on chivalry, honesty, and what’s lost when spaces built around one thing are asked to become something else.

We’ll also touch on his earlier piece, “How a Private Conversation about Gender Got Me Fired from My Dream Job” — our most-read piece to date — about the professional cost of dissent in public health.

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