May 25, 2026

How Long Can You Keep Escaping Yourself? with Tom Jenkins

How Long Can You Keep Escaping Yourself? with Tom Jenkins
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Tom Jenkins looked functional from the outside. He held down jobs, travelled the world and kept life moving forward. But underneath, he was trapped in a cycle of binge drinking, gambling, shame, self-destruction and trying to outrun himself.

In this brutally honest conversation, Tom talks openly about:

  • blackouts, cocaine and waking up in places he couldn’t remember
  • the loneliness and low self-worth driving his behaviour
  • erectile dysfunction, porn and why so many men suffer in silence
  • why “having fun” slowly became a way of escaping himself
  • the moment he realised he couldn’t keep living this way

But this episode isn’t just about addiction. It’s about the deeper question underneath it all: What are men really trying to numb, avoid or hide from?

Tom also shares how he slowly began rebuilding his life through honesty, changing his environment, self-reflection, healthier habits and eventually exploring psychedelics and ayahuasca in a controlled setting.

This is a raw conversation about shame, masculinity, loneliness, self-forgiveness and what recovery actually looks like when you stop pretending everything is fine.

You can find Tom’s book 'The Drunk Gambler with Erectile Dysfunction: Searching for Something More' on Amazon and through other online retailers. If you want to contact Tom, you can do so via his website: https://www.thedrunkgambler.com/.