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Summary

In this candid conversation, the speaker reflects on their journey, grappling with imposter syndrome while navigating a successful career. They discuss the tension between feeling out of place and the overwhelming gratitude that comes with unexpected achievements, such as their album contending for the number one spot. The discussion touches on how far they've come, from a time of uncertainty to seeing their work embraced in unexpected places, like country music. The speakers express amazement at their success, highlighting the surreal nature of their rise and the special bond they share with others in similar situations.

Takeaways

• 😀 The speaker experiences impostor syndrome, feeling both uncomfortable and overly comfortable with their career progress at different times.
• 😀 The speaker reflects on how their past, including being in jail and having people hate them, influences their present success and mindset.
• 😀 They acknowledge the surreal feeling of having their first album compete for the number one spot globally, a position they never dreamed of reaching.
• 😀 There is a sense of disbelief and imposter syndrome when confronted with success, especially when they feel they don't belong in certain spaces.
• 😀 The speaker expresses that sometimes it's better not to dwell on their success, as it can be overwhelming or blinding, like staring at the sun.
• 😀 The speaker recognizes that their journey from a difficult past to where they are now has been filled with gratitude, but also moments of self-doubt.
• 😀 They mention their personal growth and how they now handle situations with more genuine gratitude for their success.
• 😀 The speaker values the unique 'simulation' of the current moment, where their group of friends and colleagues have achieved remarkable things against the odds.
• 😀 Despite initial skepticism, the speaker feels embraced by the country music industry, a genre they never thought they'd fit into.
• 😀 The speaker highlights the surprising success of various projects and people around them, such as Kill Tony's rise to the number one live podcast, and the success of Zach Bryan, whose path parallels their own in unexpected ways.

Q & A

What triggers the speaker’s impostor syndrome in the conversation?

He feels torn between being overly comfortable with his success and deeply uncomfortable because he never imagined reaching such heights, like having a number-one album.

Why does the speaker reference his past, including jail and people who still dislike him?

He uses his past struggles as a grounding reminder that helps him stay humble and avoid getting carried away by success.

What major milestone is the speaker experiencing for the first time?

His first album is in contention for the number-one album in the world, something he never imagined happening.

Why does the other person suggest he shouldn’t think too much about his success?

Because the magnitude of his accomplishments is so overwhelming that focusing too much on it can feel like 'staring at the sun'—blinding and destabilizing.

What metaphor is used to describe how huge success can feel?

The metaphor of staring at the sun is used, contrasting it with warming hands at a small campfire to represent earlier, more manageable levels of success.

How does gratitude play a role in how the speaker handles his rise?

He expresses genuine gratitude, which others perceive clearly, and this helps him stay grounded despite the rapid changes in his life.

What surprising fact about his music career does the speaker mention?

He didn’t have a Billboard Hot 100 song until roughly 20 to 36 months ago, showing how recent and fast his rise has been.

What shared experience does the speaker mention with other rising artists and creators?

He talks about being part of a group that was bubbling with potential a few years ago, all slightly unconventional or 'left of center,' who suddenly broke through at the same time.

What example does he give of unexpected success in adjacent creative fields?

He mentions the Kill Tony podcast becoming the number-one live podcast on the internet, something people likely would not have predicted from the outside.

How does he describe his unexpected acceptance into country music?

He notes that from an outside perspective, no one would have guessed he would ever be embraced by the country music community the way he has been.

Why does he describe the current moment as a ‘special simulation’?

He feels that the convergence of success for him and his peers at the same time is so strange and unlikely that it almost feels like a simulation or surreal moment in time.

How does comparing himself to Zach Bryan help illustrate his point?

Both wrote songs for years without widespread recognition, then surged unexpectedly, with Bryan becoming even larger but still sharing that unusual trajectory.