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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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In this episode, I explore one of the most common — and misunderstood — emotional experiences: feeling lonely even when you’re not alone.
Drawing from neuroscience, attachment theory, and her work as a therapist, she breaks down why this happens, how modern culture reinforces disconnection, and what you can do to rebuild genuine emotional intimacy.
If you’ve ever wondered why being surrounded by friends, classmates, or even family still feels isolating, this episode will help you understand the psychology — and the hope — behind loneliness.
Listener Reflection Questions
- When was the last time you felt alone even while surrounded by people? What was missing from that moment?
- How safe do you feel showing your authentic self in your current relationships?
- Which small vulnerability could you try this week to move one step closer to authentic connection?
4. How does your body signal loneliness? What sensations or patterns do you notice?
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