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Moments #23 Harry Garside: Softness, Masculinity & the Olympic Medal That Didn't Make Him a Man

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Keegan and Company

Ever wondered what drives the world’s top athletes beyond the scoreboard? Former professional NRL player Keegan Hipgrave uncovers the untold truths a 
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Harry Garside won an Olympic boxing medal, then sat in hotel quarantine with it around his neck, crying, because the thing he'd chased for sixteen years still hadn't made him feel like a man.

He started boxing at nine because he felt soft next to his two older brothers, and spent most of his life wearing what he calls an impenetrable armour to hide it. This Moment is about the version of masculinity you never stop having to prove, why external validation stopped working once he finally had it, and what he found underneath when he went looking internally instead.

We first ran this conversation in December, recorded a few weeks earlier in November 2025. After the response to our recent chat with Luke Bateman on shame and vulnerability, Harry's take felt worth putting back in front of you. Still one of our favourites.

Listen to the full episode: Spotify | Apple | YouTube

Related episodes:

  • Justin Knussi: Vulnerability Is a Superpower — Spotify | Apple | YouTube
  • Ryan Clark (Whippet): Bondi Rescue, Swimming the English Channel & Overcoming Fear — Spotify | Apple | YouTube
  • Alexis Fernandez: The Neuroscience of Connection, Creativity & Heartbreak — Spotify | Apple | YouTube

Listen and subscribe: Spotify | Apple | YouTube

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Keegan and Company

Ever wondered what drives the world’s top athletes beyond the scoreboard? Former professional NRL p 
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