
Classy Problems is a daily post of thinking in motion by Dan T. Rogers. Each post stands alone as a thought-provoking piece, yet together, they create a puzzle of ideas. They invite you to see things from a different angle, rethink what you thought you knew, and explore what’s beyond your current understanding.
Classy isn’t just a read: it’s a practice. Read, listen, and join us for Classy Problems Live, a 15-minute, live virtual conversation held Monday through Thursday at 12:15 p.m. PT, where we gather to reflect on the Classy Problems post of the day. No need to prep. Just connect, explore, and reflect.

Gratitude is a Verb
It’s easy to feel good.
Easy to take credit.
I’ve done it.
Felt something powerful.
Called it gratitude.
Called it humility.
Sometimes even believed it.
Maybe it was even real.
Maybe it was honest.
In the moment.
A moment when I wasn’t consumed with self.
A moment when I saw the space that had been provided.
The guidance.
The generosity.
The grace.
I could feel it
that overwhelming sense
that none of this was mine to take credit for.
That I’ve done so little.
While receiving so much.
Those moments used to move me.
Used to impress me.
Made me feel spiritually awake.
Like I got it.
Like I was someone who understood how generous theboss is.
For a long time now,
that hasn’t been enough.
Feeling it isn’t the requirement.
Saying it isn’t the work.
What’s required is action.
Consistent. Aligned. Responsive.
Action that proves I believe it.
Gratitude isn’t something I feel.
It’s something I do.
It’s how I carry what I’ve been given.
How I treat the space I’ve been provided.
How I show up
in response to what’s been provided.
That’s why for me,
gratitude is a verb.

A Clarity Request Is a Willingness Test
When I am afraid, frustrated.
When I am uncertain.
I ask for clarity.
Not certainty.
Clarity.
I’ve learned I can’t demand it.
It’s not transactional.
It’s not a button I press.
I can make the request.
Honestly.
Humbly.
With open hands.
When I do,
there’s a pattern.
The answer doesn’t come in comfort.
It comes in a test.
A willingness test.
Not labeled.
Not explained.
Offered.
An indicated action offered.
Usually wrapped in the exact thing
I didn’t want to face.
A person I was resisting.
An idea I thought I was above.
A direction I didn’t want to follow.
The test is:
Will I fit myself to what’s indicated?
or
Will I continue to try to get it to fit me?
Can I follow what’s being shown
even when it confronts my preferences?
Even when it comes at the cost of my pride?
The clarity is there.
It’s inconvenient.
Uncomfortable.
Unflattering.
The question is never:
Do I understand it?
It’s:
Am I willing to follow it?
That’s what I’ve learned:
A clarity request is followed
by a willingness test.
Clarity comes in the form of a direction.
The test is if I will follow it.

Certainty Is a Story I Made Up
Certainty is a story.
A mental construct.
An explanation I tell myself
to stop feeling the discomfort of not knowing.
It might be true.
It might not be.
That’s not what makes it appealing.
What makes it appealing
is that it makes sense.
It organizes the chaos.
It answers the question
I wasn’t qualified to ask in the first place:
Why?
That’s the hook.
I don’t want an answer.
I want the answer.
Not a perspective.
A conclusion.
Something final.
Something that feels earned.
That kind of certainty is rarely true.
It’s a well-constructed narrative
I built to feel better.
To protect myself from the weight of ambiguity.
Stories feel good.
Even sad ones.
Even painful ones.
They offer closure.
They wrap it up.
They end the loop.
Truth doesn’t always end the loop.
Sometimes it opens one.
Sometimes it leaves me right where I started
only more honest about what I can’t know.
That’s what I’ve come to see:
I used to think certainty meant strength.
Now I know it means
I stopped asking honest questions.

When the Story Stops Matching Reality
There’s a point where the story I’m holding
starts to separate from what is here.
What is really happening.
It still makes sense in my head.
Despite reality not cooperating.
What I thought should work, doesn’t.
What I hoped was true, isn’t.
What I want to be real
keeps getting outvoted by what is.
That’s when the tension starts.
I’m not confused.
I’m committed to the version
I wish was true.
Sometimes I’ve outgrown the story.
Sometimes reality has outgrown me.
I’m stuck in the middle
trying to reconcile the two
with explanations that don’t land anymore.
I tell myself I just need more time.
More evidence.
More clarity.
When I’m trying to make it make sense.
I don’t want to let it go.
Letting it go
means admitting the story doesn’t serve anymore.
If the story doesn’t serve
then what’s left of me that built it?
This is where the need to make sense
becomes the thing that cuts me off
from seeing clearly.
From clarity.
Clarity doesn’t always match
what I still want to be true.
If I’m not careful,
I’ll keep editing reality
to fit a narrative I’ve already outgrown.

Looping Paradox
I want to be close.
I want to connect.
I want to stay in relationship.
Conceptually. Emotionally. Physically.
That’s the paradox.
The people I love most
orient in the space I’m least fluent.
They live in emotion.
They speak in feeling.
They hold space with grace
in a terrain I barely know how to enter.
Meanwhile I orient in accuracy.
I go to words. To logic. To precise articulation of what’s happening.
Not to control. Not to win. To make sense of the thing.
How’s that working?
It usually makes things worse.
We’re looking at the same picture
through different lenses.
We agree on the facts.
We’re in the same moment.
We don’t land in the same place.
That’s where the loop begins.
I try harder with what I know.
They try harder with what they feel.
I offer analysis.
They offer experience.
Each of us is trying to love.
Each of us is trying to be understood.
All that effort and we miss.
The loop isn’t from being disconnected.
It’s from being different
in how we connect.
Their superpower is my kryptonite.
My superpower feels like intrusion.
I want to grow.
I want to stretch.
I want to learn their language.
Awareness doesn’t equal ability.
I can see the gap.
I can name it.
I still can’t close it.
That’s the dissonance.
That’s the paradox.
To know I’m in the loop
Still not knowing how to get out.

What Growth Feels Like
It doesn’t feel like clarity.
It feels like contradiction.
Not the clean kind.
Not the clever kind.
The kind that keeps you up.
The kind you can’t explain away.
The kind that makes you doubt what used to feel certain.
Growth feels like letting go of something that worked.
Something that protected you.
Something that earned you belonging.
Something you built your identity around.
It feels like grief before anything is gone.
Like distance before anything has moved.
It doesn’t feel like “next.”
It feels like no longer.
No longer willing to fake it.
No longer interested in being impressive.
No longer available for what you used to tolerate.
Growth is disorienting.
Not because you’re lost.
Because your inner map is updating.
Because the ground you used to walk on
isn’t where you’re supposed to stand anymore.
It’s not a breakthrough.
It’s a stretch.
It’s the space in between.
The version that no longer fits.
The one that hasn’t stabilized yet.
It’s not the clarity of knowing.
It’s the clarity of being unwilling to keep lying.
Growth feels like tension.
Held long enough
to become capacity.
That’s what growth feels like.

Love Paradox
I love you.
I want to be with you.
Being with you scares me.
You haven’t done something wrong.
I experience all interactions in the same way.
Same word.
Terrifying.
Bystanders. Strangers. Friends.
Everyone.
There’s never been a time
where people felt familiar enough
not to also feel dangerous.
I don’t mean physically.
I mean existentially.
Like my sense of self
could be scrambled
by trying to stay in sync
with someone else’s truth.
That’s the paradox.
I love you.
I want to hold space for you.
I want to see the world the way you see it
and not lose my footing in the process.
I’ve never known how to stay connected
without feeling like I’m risking collapse.
That’s not about you.
That’s about the cost of proximity
for someone who built their safety
in solo mode.
I keep trying. Keep showing up.
Keep attempting to hold the tension
between who I am
and who I become when I’m with you.
I get it wrong sometimes.
I over-rely on what I know.
I try to control the variable
that makes me feel most vulnerable.
Usually that means words.
Precision.
Clarity.
Concepts I can hold.
Emotions move too fast for me.
Or too slow.
I name what’s happening.
Instead of feeling what’s happening.
Sometimes that lands.
Sometimes it doesn’t.
When it doesn’t,
I don’t feel misunderstood.
I feel dangerous.
To you. To us.
That’s when the loop forms.
I try harder.
You pull back.
I name more.
You feel less seen.
Still, I love you.
Still, I want to be here.
Even when I don’t know how.
That’s what makes this love real.
Not the ease.
Not the comfort.
The willingness to stay
even when the signal is scrambled.
Even when I’m scrambling it.
I don’t love you cleanly.
I love you clearly.
That’s the paradox I’m learning to hold.
To stay close in it.
Even when I feel far.
Even when I feel off.
Even when I don’t know how to do this
in the way that makes you feel most safe.
I’m here.
In all the ways I know how to be.
Trying to stretch into more.
Not for me.
For us.

Classy Problems is a daily post of thinking in motion by Dan T. Rogers. Each post stands alone as a thought-provoking piece, yet together, they create a puzzle of ideas. They invite you to see things from a different angle, rethink what you thought you knew, and explore what’s beyond your current understanding.
What is a classy problem? A classy problem is when we’ve been afforded the opportunity to figure out what to do. Time to figure it out. Time to practice. Time to discern. When faced with the time to figure out a classy problem, it is more effective to focus on what NOT to do than trying to figure out what to do. In a word: restraint. JOIN US in exploring the distinction between what to do and what not to do in the pursuit of clarity.


SPIRITUAL GANGSTER: at The Sober Curator is a haven for those embracing sobriety with a healthy dose of spiritual sass. This space invites you to dive into meditation, astrology, intentional living, philosophy, and personal reflection—all while keeping your feet (and your sobriety) firmly on the ground. Whether you’re exploring new spiritual practices or deepening an existing one, Spiritual Gangster offers inspiration, insight, and a community that blends mindful living with alcohol-free fun.

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