Catherine McGregor AM is one of Australia’s sharpest strategic minds, a decorated military officer, war historian, and fearless public intellectual. With over three decades of operational service across the Army and Air Force, including command in Timor-Leste, she has advised Chiefs of the Army, shaped national defence thinking, and earned the Order of Australia.
Today, she brings that same clarity and courage to the national conversation as a writer and broadcaster. Incisive, uncompromising, and impossible to ignore.
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Show Note:
Introductions and background | 0:00
Jennifer introduces Catherine McGregor, a decorated military officer, war historian, and public intellectual. Catherine shares how she was influenced by the writings of Carl Jung and his concept of the “afternoon of life,” a time of introspection and personal growth in later adulthood.
Reflecting on regrets and making peace | 2:16
Catherine discusses her regrets and her efforts to make peace with them as she enters the “afternoon” of her life. She shares her disappointment, as a young man, at having missed the opportunity to serve in the Vietnam War, like many of her peers.
Transitioning in the military | 16:43
Catherine reflects on her experience transitioning while serving in the military, noting that it paradoxically provided the safest environment for her to do so. She shares how the military supported her through the process, in contrast to the discrimination she has faced in other contexts.
Passion for cricket and writing | 27:13
Catherine discusses her lifelong love of cricket, which has been a constant in her life, even through difficult periods. She expresses a desire to write a book, though she has struggled with the process, and shares her admiration for the writing of William Faulkner.
Advocating for the trans community | 53:14
Catherine expresses gratitude for being invited to speak on a women’s podcast and voices concern about the current backlash against the trans community in Australia. She shares her desire to use her platform and legal training to support and advocate for vulnerable trans people.
Finding joy in life | 1:00:57
Catherine shares the sources of joy in her life, including her dog, music, poetry, and meaningful connections with friends. She reflects on the importance of self-acceptance and not striving for perfection.