In this episode of You vs You, Jesse Kirshbaum shares his powerful journey of authenticity, spirituality, and personal growth in the age of AI and digital transformation.

From the world of artist management and music culture to building brand partnerships with purpose, Jesse reveals how life’s challenges and synchronicities reshaped his path.

We dive into how the rise of artificial intelligence pushed him closer to God, why authentic expression matters more than ever, and how tools like meditation, therapy, and the ocean became anchors in his spiritual and creative life.

Jesse also opens up about living with ADHD, transforming pain into purpose, and learning to face fear with courage.

Whether you’re an entrepreneur, creative, or seeker on a journey of self-discovery, this conversation will inspire you to trust your path, embrace authenticity, and find meaning in the moments that connect us all.



What you’ll learn in this episode:


How AI unexpectedly deepened Jesse’s faith and spirituality


The role of authenticity in leadership, creativity, and branding


Why meditation, therapy, and nature are essential tools for clarity


Transitioning from artist management to brand partnerships with purpose


Turning ADHD into a creative superpower


The real difference between pain vs. suffering in growth


How to face fear, sit in the fire, and trust synchronicity

 

In this episode of You vs You, Jesse Kirshbaum shares his powerful journey of&nbsp;authenticity, spirituality, and personal growth in the age of AI and digital transformation.
From the world of artist management and music culture to building brand partnerships with purpose, Jesse reveals how life&rsquo;s challenges and synchronicities reshaped his path.
We dive into how the rise of artificial intelligence pushed him closer to God, why authentic expression matters more than ever, and how tools like meditation, therapy, and the ocean became anchors in his spiritual and creative life.
Jesse also opens up about living with ADHD, transforming pain into purpose, and learning to face fear with courage.
Whether you&rsquo;re an entrepreneur, creative, or seeker on a journey of self-discovery, this conversation will inspire you to trust your path, embrace authenticity, and find meaning in the moments that connect us all. 
What you&rsquo;ll learn in this episode:
<ul>
<li>
How AI unexpectedly deepened Jesse&rsquo;s faith and spirituality
</li>
<li>
The role of authenticity in leadership, creativity, and branding
</li>
<li>
Why meditation, therapy, and nature are essential tools for clarity
</li>
<li>
Transitioning from artist management to brand partnerships with purpose
</li>
<li>
Turning ADHD into a creative superpower
</li>
<li>
The real difference between pain vs. suffering in growth
</li>
<li>
How to face fear, sit in the fire, and trust synchronicity
</li>
</ul>
&nbsp;

In the podcast "You vs You," host Lex Borrero dives into the personal battles and triumphs of entertainment's most accomplished figures.

Through candid discussions, the show aims to unveil the human side of these celebrated individuals, stripping away their heroic facades. By sharing their stories of vulnerability and resilience, "You vs You" seeks to motivate listeners to confront their own challenges, unlock their potential, and pursue their dream lives with newfound freedom and inspiration.

In the podcast "You vs You," host Lex Borrero dives into the personal battles and triumphs of entertainment's most accomplished figures.
Through candid discussions, the show aims to unveil the human side of these celebrated individuals, stripping away their heroic facades. By sharing their stories of vulnerability and resilience, "You vs You" seeks to motivate listeners to confront their own challenges, unlock their potential, and pursue their dream lives with newfound freedom and inspiration.

You vs You w/ Lex Borrero

From Jay-Z to Meditation: Why Jesse Kirshbaum Walked Away from Artists

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/31c4838d-e92f-4b54-a523-b360011df2fe/transcript

In this episode of You vs You, Lex Borrero sits down with Pink Sweat$ for a conversation that starts in Philadelphia church culture and ends in the quiet, daily work of healing, accountability, and becoming whole.

Pink opens up about growing up behind a drum kit, watching people show up to church week after week yet rarely transforming, and how that shaped his relationship with faith, truth, and identity. Together, they unpack the tension between organized religion and a personal connection with God, the way power and money can distort systems, and why real growth often requires you to challenge what you were taught… even when it came from people you love.

 

As the conversation deepens, Pink connects the dots between songwriting and spirituality: how words create emotion, how they can also become mental prisons, and why the discipline behind “softness” is actually a form of strength. Lex shares his perspective on self-worth, inner battles, and the modern craving for validation, and Pink reflects on what it means to stay grounded in a world that rewards noise, attention, and performance.

They also touch on childhood wounds, the fear of letting people in, and how small moments can quietly shape your entire life, until you finally close the loop and choose to heal. The episode ends with a simple but powerful question: what’s the one word you need to hear to win the battle of you versus you? Pink’s answer is raw, human, and unforgettable.

If you’re navigating anxiety, identity struggles, trauma, faith, people-pleasing, creative pressure, or the need to be understood, this is the kind of episode that doesn’t just motivate you—it sits with you.

Watch now, then ask yourself:


What belief did I inherit that I’ve never questioned?


Where am I still creating from lack instead of wholeness?


What part of me is asking to be understood—and by who?

 

In this episode of You vs You, Lex Borrero sits down with Pink Sweat$ for a conversation that starts in Philadelphia church culture and ends in the quiet, daily work of healing, accountability, and becoming whole.
Pink opens up about growing up behind a drum kit, watching people show up to church week after week yet rarely transforming, and how that shaped his relationship with faith, truth, and identity. Together, they unpack the tension between organized religion and a personal connection with God, the way power and money can distort systems, and why real growth often requires you to challenge what you were taught&hellip; even when it came from people you love.
&nbsp;
As the conversation deepens, Pink connects the dots between songwriting and spirituality: how words create emotion, how they can also become mental prisons, and why the discipline behind &ldquo;softness&rdquo; is actually a form of strength. Lex shares his perspective on self-worth, inner battles, and the modern craving for validation, and Pink reflects on what it means to stay grounded in a world that rewards noise, attention, and performance.
They also touch on childhood wounds, the fear of letting people in, and how small moments can quietly shape your entire life, until you finally close the loop and choose to heal. The episode ends with a simple but powerful question:&nbsp;what&rsquo;s the one word you need to hear to win the battle of you versus you? Pink&rsquo;s answer is raw, human, and unforgettable.
If you&rsquo;re navigating anxiety, identity struggles, trauma, faith, people-pleasing, creative pressure, or the need to be understood, this is the kind of episode that doesn&rsquo;t just motivate you&mdash;it sits with you.
Watch now, then ask yourself:
<ul>
<li>
What belief did I inherit that I&rsquo;ve never questioned?
</li>
<li>
Where am I still creating from lack instead of wholeness?
</li>
<li>
What part of me is asking to be understood&mdash;and by who?
</li>
</ul>
&nbsp;

Pink Sweat$ Reveals the Truth About Faith, Trauma, and Self-Worth

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/b0b49dbc-afdc-485c-b61c-b3d1002abb65/transcript

What happens when you get everything you worked for  and it still doesn’t feel right?

In this episode of You Versus You, we explore the internal conflict many high performers never talk about the gap between achievement and fulfillment.

From thriving in chaos, to redefining failure, to confronting the false promises of success, this conversation unpacks why hustle alone can’t bring peace and why learning to rest, trust, and listen inward may be the most powerful skill of all.

This episode isn’t about titles, money, or status.
It’s about identity, perception, and the quiet internal battle between who you’ve been conditioned to be and who you actually are.

Key themes explored:
    •    Why winners fail more than anyone else
    •    The illusion of control and future happiness
    •    How chaos becomes a coping mechanism
    •    Success, burnout, and the cost of never slowing down
    •    Learning to trust your intuition instead of external validation

If you’ve ever thought, “I should feel happier than this,” this episode is for you.

What happens when you get everything you worked for &nbsp;and it still doesn&rsquo;t feel right?
In this episode of You Versus You, we explore the internal conflict many high performers never talk about the gap between achievement and fulfillment.
From thriving in chaos, to redefining failure, to confronting the false promises of success, this conversation unpacks why hustle alone can&rsquo;t bring peace and why learning to rest, trust, and listen inward may be the most powerful skill of all.
This episode isn&rsquo;t about titles, money, or status. It&rsquo;s about identity, perception, and the quiet internal battle between who you&rsquo;ve been conditioned to be and who you actually are.
Key themes explored: &nbsp; &nbsp; &bull; &nbsp; &nbsp;Why winners fail more than anyone else &nbsp; &nbsp; &bull; &nbsp; &nbsp;The illusion of control and future happiness &nbsp; &nbsp; &bull; &nbsp; &nbsp;How chaos becomes a coping mechanism &nbsp; &nbsp; &bull; &nbsp; &nbsp;Success, burnout, and the cost of never slowing down &nbsp; &nbsp; &bull; &nbsp; &nbsp;Learning to trust your intuition instead of external validation
If you&rsquo;ve ever thought, &ldquo;I should feel happier than this,&rdquo; this episode is for you.

Success Still Feels Empty (And What No One Warns You About)

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/4d65146b-4338-436e-bead-b3bc00141c3e/transcript

In this You Vs You conversation, Lex sits down with Eif, a Bronx raised artist and director who went from graffiti and album art to shaping some of hip hop’s most iconic visuals, to talk about the question that quietly breaks high performers: what is “enough”?

They unpack the invisible cost of success: the chase that never ends, the pressure of staying relevant, the loneliness behind the work, and the moment you realize you can “have it all” and still feel unsettled. Eif shares how his creative journey moved from the streets of New York to major music videos, commercials, and film, and what he learned the hard way about time, family, and peace.

If you’ve ever wondered why ambition can feel like a roller coaster and how to build a life where your work doesn’t own you, this episode is for you.

Subscribe for conversations that aren’t about the highlight reel, they’re about the inner battle behind it.

In this You Vs You conversation, Lex sits down with Eif, a Bronx raised artist and director who went from graffiti and album art to shaping some of hip hop&rsquo;s most iconic visuals, to talk about the question that quietly breaks high performers: what is &ldquo;enough&rdquo;?
They unpack the invisible cost of success: the chase that never ends, the pressure of staying relevant, the loneliness behind the work, and the moment you realize you can &ldquo;have it all&rdquo; and still feel unsettled. Eif shares how his creative journey moved from the streets of New York to major music videos, commercials, and film, and what he learned the hard way about time, family, and peace.
If you&rsquo;ve ever wondered why ambition can feel like a roller coaster and how to build a life where your work doesn&rsquo;t own you, this episode is for you.
Subscribe for conversations that aren&rsquo;t about the highlight reel, they&rsquo;re about the inner battle behind it.

The "Hustle" Trap: Director Eif on Fame, Money, and the Moment You Realize It’s Not Enough

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/c2351cad-d414-4a3b-9b50-b3b40123442f/transcript

From Jay-Z to Meditation: Why Jesse Kirshbaum Walked Away from Artists

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