Midlife Stories: Living With Constant Self Doubt, with Graham Wood episode artwork

EPISODE · Feb 11, 2026 · 43 MIN

Midlife Stories: Living With Constant Self Doubt, with Graham Wood

from Middle Man

Comparison can be a paralysing trap that it's very hard to break free from. Clouded in a mindset of self-doubt, nothing ever feels enough, no matter what you achieve or how outwardly successful you appear. Comparison slowly erodes self-worth and leads to a life full of unsatisfaction that comes to a head in midlife. This week Paul is joined by Graham Wood for a remarkably candid and open conversation about a lifetime of anxiety, self-doubt and relentless comparison. Graham reflects on how an experience in childhood shaped his sense of self-worth, planting patterns of insecurity that followed him into adulthood. Despite a strong career, a long marriage, financial stability and raising twin teenagers, he describes living with persistent anxiety, low mood and insomnia due to deeply ingrained patterns of thinking. The episode explores how midlife can intensify long-standing mental health challenges, and Graham talks openly about job loss, career uncertainty in his 50s, worries about retirement, and the mental toll of constant rumination about past decisions and future fears. He also shares his experiences with therapy, antidepressants, self-help books, mindfulness, gratitude practices and the ongoing search for a “magic bullet” that never quite arrives. --------------- If you’ve found this episode insightful or interesting, you can support the show at www.ko-fi.com/middlemanpodcast I'd love to hear about your experiences, so if you'd like to get in touch email me at [email protected] and let me know what's on your mind or sign up to the newsletter at www.middlemanpodcast.com Middle Man on Instagram: @middleman__podcast

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Midlife Stories: Living With Constant Self Doubt, with Graham Wood

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This episode was published on February 11, 2026.

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Comparison can be a paralysing trap that it's very hard to break free from. Clouded in a mindset of self-doubt, nothing ever feels enough, no matter what you achieve or how outwardly successful you appear. Comparison slowly erodes self-worth and...

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