Caitlyn Jenner is revisiting one of the most defining moments of her public transition, now saying she regrets accepting Glamour’s “Woman of the Year” award in 2015. In a recent interview, the former Olympian described the decision as inconsistent with her current views, going so far as to call herself a “hypocrite.”
Speaking on Tomi Lahren’s OutKick podcast, Ms. Jenner explained that her evolving stance on transgender participation in women’s sports led her to reassess the honor. She has become an outspoken critic of allowing transgender women to compete in female athletic categories, arguing that biological differences create unfair advantages. That position, she said, made her question why she accepted an award specifically recognizing her as a woman.
“I started thinking, ‘What a hypocrite I am,’” Ms. Jenner said, reflecting on the contradiction between her advocacy and the accolade she once embraced.
Ms. Jenner emphasized that while she identifies as female following gender confirmation surgery, she acknowledges her biological makeup remains unchanged. “Genetically, I’m still XY,” she said, underscoring the distinction she draws between gender identity and biological sex.
The 2015 recognition came at a pivotal moment, shortly after Ms. Jenner publicly came out as transgender and became a highly visible figure in conversations about identity and representation. At the time, she accepted the award as a symbol of progress and visibility. However, she revealed in 2024 that she returned the trophy, citing conversations with women and parents who oppose transgender inclusion in female spaces as influential in her change of heart.
Despite her criticisms of certain aspects of transgender inclusion, Ms. Jenner also acknowledged what she sees as overcorrections in the opposite direction. In the same interview, she pushed back against restrictive policies such as bathroom bans and limitations on gender markers in official documents, arguing that some measures have gone “too far right.”
That concern has become personal. Ms. Jenner revealed that after renewing her passport, it was returned with a male designation, complicating her ability to travel internationally and prompting her to seek assistance from President Trump.
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