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UCWG Uncomfortable Conversations With Gregory Diehl Podcast Square

Get Uncomfortable. Find Yourself.

Sometimes we need a little shove outside our comfort zones. Join world-traveling entrepreneur and best-selling personal development author Gregory Diehl as he leads his guests on introspective journeys about love, sexuality, relationships, drug use, travel, politics, spirituality, the meaning of life, and whatever it takes to deconstruct your fundamental sense of self. Prepare to be talked down to. Prepare to reconsider everything you thought you knew about yourself. Resolve the contradiction within you so that you can live a better life.

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Latest Episode

UCWG 023: Can Your Empathy Be Rational? Deconstructing Sociopaths and the False Dichotomy of Intellect and Emotion.

The guest today is a self-professed sociopath who believes that the more self-aware you are, the less you emotions you feel. He claims that almost everyone with an IQ over 140 will have symptoms of an antisocial disorder like sociopathy. Sociopaths are superior because they have greater awareness of their emotions. Psychopaths are inferior because they are slaves to their emotions. A psychopath’s emotions are defined by violence and destruction. That is how they achieve ecstasy.

There is a difference between being unable to feel something and simply not finding it useful. Generals in wartime have somehow recalibrated their emotions to justify the killing of soldiers. People who think they rely entirely on reason to dictate their actions fail to see the reason behind their most powerful emotions. Reason only matters when you’ve defined a goal. Change your goal and the validity of your actions changes too.

Emotions are not social constructs. They are not imaginary, counterproductive, or unimportant. What matters is how we calibrate them to external events. Just because we can be conditioned to believe something does not necessarily mean that thing is wrong. Just because something is a social construct, doesn’t mean it isn’t effective or important. Morality is just how well you understand the rules of engagement of the society you happen to be participating in.

Maturity requires us to understand the larger, long-term impact of our actions, like a toddler learns object permanence as it develops. It requires admitting that your life is more than how easy it is for you to experience pleasure. It is the impact you have on your environment and the people around you.

The logical outcome of empathy is intertwining your concept of happiness with that of another person. Sometimes only great trauma can bring us to the point of breakthrough to rapid personal evolution.

What would have to happen for you to bring empathy into your life as a valuable tool?

Do you feel genuinely happy for other people in any context?

Are you afraid to adopt all possible emotional tools into your toolbox?

Previous Episodes:

UCWG 023: Can Your Empathy Be Rational? Deconstructing Sociopaths and the False Dichotomy of Intellect and Emotion.

The guest today is a self-professed sociopath who believes that the more self-aware you are, the fewer emotions you feel. He claims that almost everyone with an IQ over 140

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UCWG 022: What Would It Take for You to Kill Yourself? The Futility of Trying to be Bigger than Your Own Death.

Danny Flood is a writer, entrepreneur, and world traveler who chronicles useful information about life through his website, Open World Magazine. He joins Gregory to discuss two recent deaths: a

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UCWG 021: How Can Life Be Happy, Perfect, Magical, Wonderful, and Comfortable All the Time? Feeling Good No Matter What Shitty Choices You Make.

Welcome to Comfortable Conversations With Gregory! On today’s extra special episode, we talk about how special and important you are and how to stay comfortable in any situation. Make sure

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UCWG 020: Does Your Profession Align with Your Purpose? Matching Actions with Identity.

Alexa Glo is a 28-year-old multinational seeker of identity and meaning in life. She and Gregory discuss the importance of putting down roots and solidifying your identity on earth through

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UCWG 019: Are You Accountable for Your Subjective Preferences? Identifying and Living Out Your Principles.

Today’s guest, Rolf from Germany, is a strategic consultant for expensive professional problems. Ironically, he does not trust his own subjective evaluation on some of life’s most important topics, such

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UCWG 018: How Do You Find Where You Belong? Decentralizing the Powers of Society at Fort Galt.

Gabriel Scheare is one of the co-founders of Fort Galt, an intentional community project in Valdivia, Chile that seeks to give its inhabitants optimal freedom over how they participate in

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UCWG 017: Is Your Personal Brand a Lie? Showing the World Who You Really Are.

Bobby Casey works in the controversial “offshore services” industry helping people structure their business and manage their money with little-known opportunities around the world. These kinds of activities have earned

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UCWG 016: What is the Value of Human Life? Knowing Your Worth and the Fate of Society.

“The only way you can determine who deserves to live or die is to know what the point of life is.” Many have defined humanity’s essence or unique value by

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UCWG 015: Do You Accept Yourself? Seeking Approval and Fearing Rejection from Others.

A young woman learns that the rejection she feared so much from other people was only a mask for her own missing self-worth.

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UCWG 014: What Keeps You Engaged in Reality? Finding Your Authentic Narrative.

Travis Barton is a life coach from California. He felt that he was trapped on a singular path as a young adult, until he discovered that he was about to

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UCWG 013: Where Do You Stop Examining Your Thoughts? Intuition and Rational Analysis.

Is intuition just unexamined thought? Or something beyond rational analysis? Many believe that when we get a strong feeling, a “deep inner knowing” about something that is contains a supernatural

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UCWG 012: Will You Survive the Cultural Singularity? Third Culture Kids and Embracing Cultural Homelessness.

Gaby Kamp is a “third culture kid”, originally from the Netherlands, who grew up living in many countries throughout the world full time (most recently including Nigeria, Argentina, China, and

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UCWG 011: How Do You Choose Your Identity? Influencing and Letting Yourself Be Influenced.

“As soon as I use words to describe myself, I limit myself.” Today’s guest, a young man named Josh Plotkin, enters the conversation with a prepared script of the identity

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UCWG 010: Do You Own Your Darkness? Bringing Skeletons and Demons into the Light.

We live in a world that encourages us to acknowledge only the bright and positive parts of ourselves. We are trained to ignore or outright deny anything capable of causing

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UCWG 009: How Does Culture Define Your Place in the World? Sacrificing Conventionality for Unconventional Fulfillment.

Greg Curtin left America in his twenties to see what the world could offer him with hardly a plan to means to sustain himself. Now in his thirties, he has

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UCWG 008: Are You Living a Non-Contradictory Existence? Breaking Free From Your Idealized Conception of Self.

We all conceive of the world through generalizations and broad categories. It’s necessary for us to function as rational beings. But sometimes the categories we inherit actually hurt our ability

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UCWG 007: Why Do You Believe What You Believe About Relationships? Resetting Conceptions About Love and Romance.

Simone Sauter is a life coach specializing in getting over heartbreak. She joins Gregory to discuss a recent bout of heartbreak that took even her by surprise. Together, they try

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UCWG 006: Does Knowledge without Power Lead to Idle Suffering? Matching Intellect with Boldness of Action.

Does Knowledge without Power Lead to Idle Suffering? Matching Intellect with Boldness of Action. Very often, our greatest suffering stems from our ability to conceive of things we cannot obtain.

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UCWG 005: Are You Willing to Abandon Your Sacred Cows at Any Age? Leaving the Jehovah’s Witness Cult and Your Own Family at 38.

Are You Willing to Abandon Your Sacred Cows at Any Age? Leaving the Jehovah’s Witness Cult and Your Own Family at 38. It’s often the case that we assume any

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UCWG 004: How Do Artists and Intellectuals Love and Create Differently? Finding the Common Ground in Dichotomous Ideologies.

The more familiar we get with one way of seeing things or interpreting information, the easier it is to forget that not everyone shares our perspective. This difference is perhaps

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UCWG 003: Is Your Identity Strong Enough to Overcome the Stories That Consume You? Making Peace with Trump’s Presidency and Other Negative Interpretations.

Do you know what you care about? Are you so sure in you principles, mission, and values that you are immune to interference from the chaotic events of the world

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UCWG 002: What is the Opportunity Cost of Wanting to Experience Everything? The Consequences of Spreading Yourself Too Thin.

Asha, the wife of guest Eddy from last show, continues the conversation about polyamorous marriage from the female side of the equation. She describes her lust for new experience as

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UCWG 001: How Many Dicks Would You Have to Suck to Know You Weren’t Gay? The Practical Limits of Exploration.

There’s an ongoing debate around the world about the nature of homosexuality. Are you born a certain way? Is it possible to turn yourself straight or gay through willpower and

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