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Posts by The OG Philosopher of Bitcoin

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My Biggest Bitcoin Mistake (And It Wasn't Selling) Everyone assumes the mistake was a trade, it wasn't.

The stage was lit.
The room was quiet.
A child was performing.
Most parents leaned forward.
One leaned into a screen.
No judgment. Just a small shift.
And yet… that’s how memories get edited in real time.
What you look at
becomes what you keep.
open.substack.com/pub/thephilo...

2 days ago 1 1 0 0
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Conviction or Sunk Cost? What if you’re not wrong about Bitcoin—just wrong about being certain?

I used to think holding Bitcoin required conviction.
Now I’m not sure.
After 16 years… it might just be the inability to admit I was wrong.
Or maybe those are the same thing.
open.substack.com/pub/thephilo...

1 week ago 0 0 0 0
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The Question I Dread Every Easter Someone asks about Bitcoin. I lie. Every time.

Every family gathering has that moment.
Someone brings up Bitcoin.
They look at you like you might know something.
And you have a choice:
tell the truth… or stay who you’ve always been to them.
I lie.
open.substack.com/pub/thephilo...

2 weeks ago 1 0 0 0
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The Year Everyone Forgot About Bitcoin (2019) Bitcoin was down. Everyone disappeared. What came next is what mattered.

2018 was chaos.
2019 was something else entirely. Not panic,not excitement. Just… silence.
The kind that makes you question why you’re still there.
I wrote about the year nobody talks about:
open.substack.com/pub/thephilo...

3 weeks ago 1 0 0 0
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Why I Keep My Seed Phrase in Six Locations Paranoia or prudence? After 12 years, I genuinely don't know anymore.

I split my seed phrase across 6 locations.
Still not sure it’s enough.
open.substack.com/pub/thephilo...

4 weeks ago 1 0 0 0
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I Read Marcus Aurelius for 100 Days While Holding Bitcoin What a Roman emperor taught me about anxiety, volatility, and the illusion of control.

For 100 days my mornings were simple.
Coffee. Marcus Aurelius. Bitcoin price.
The Stoics understood volatility long before markets existed.
open.substack.com/pub/thephilo...

1 month ago 3 2 0 0
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What Watching Hyperinflation Documentaries at 2AM Did to My Brain I started studying monetary collapse. Now I can’t stop seeing the pattern.

Late nights.
Hyperinflation documentaries.
A notebook full of questions.
The strange thing about studying monetary collapse is this:
Once you see the pattern, you can’t unsee it.
History whispers first.
Then it screams.
open.substack.com/pub/thephilo...

1 month ago 1 0 0 0
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The Version of Me That Sold in 2017 He moved on. I kept holding.

Same man.
Different time horizon.
2017 me didn’t understand Bitcoin.
2026 me does.
open.substack.com/pub/thephilo...

1 month ago 1 0 0 0
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True. The thesis is the difference. Without one, it’s gambling. With one, it’s responsibility.

1 month ago 1 0 1 0
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What My Therapist Doesn't Understand About Bitcoin Conviction or delusion? The line is thinner than we admit.

Conviction and recklessness look identical from the outside.
open.substack.com/pub/thephilo...

1 month ago 3 1 1 0

The market doesn’t look panicked. It just looks fatigued. Lower highs, quicker reversals. Energy fading before anything decisive happens.
This is usually the part where people start arguing louder. Sometimes the chart tells you more by slowing down than by crashing.

2 months ago 1 0 0 0

Markets move. They don’t ask how you feel about it.
Not about your entry. Not about your arguments. Not about your certainty.
Volatility tests price.
It also tests your nervous system.Most people track one and ignore the other.

2 months ago 1 1 0 0

Holding through a crash tests your conviction.
Living with someone who holds through a crash tests your marriage. Price volatility is public.
Emotional volatility is private. Most people only talk about one of those.

2 months ago 0 0 0 0
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What It Cost Her I held through the crash. She held through me.

I held through the crash.
She held through me.
Everyone praises conviction when price goes up. No one talks about what that conviction costs at home. This one isn’t about Bitcoin.It’s about what it cost her.
open.substack.com/pub/thephilo...

2 months ago 0 0 0 0

A downtrend doesn’t usually break people.
It’s the grinding uncertainty.
The maybe I was early thoughts.
The silence.
Volatility is loud.
Doubt is quiet.

2 months ago 0 0 0 0
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The Friend Who Bought at the Top I told him about Bitcoin early. He listened too late. We don’t talk anymore.

Timing turns truth into resentment. That’s the part we don’t talk about when we talk about Bitcoin.
open.substack.com/pub/thephilo...

2 months ago 1 0 0 0

Lately I’ve been thinking about milestones that don’t feel celebratory.
The ones that arrive heavy.

2 months ago 1 0 0 0
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Every drawdown feels personal while you’re inside it. From a distance, they’re mostly about how much uncertainty someone can sit with.

2 months ago 1 0 0 0

I’ve learned this the hard way. Being right long-term doesn’t help if you panic short-term.

2 months ago 2 1 0 0

Red days don’t test your strategy. They test your nervous system.That’s why most people exit after they were already right.

2 months ago 1 0 0 0
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The Trust Paradox Bitcoin taught me to verify everything. I didn’t realize what it would cost.

Some principles work perfectly for money.
They don’t always translate to relationships.
open.substack.com/pub/thephilo...

2 months ago 2 1 0 0
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What Happens When Your Net Worth Passes Your Father’s Bitcoin made me wealthier than my dad. It doesn’t feel like winning.

Some milestones aren’t celebrations.
I passed my father’s net worth years ago.
It didn’t feel like winning.
I’m still sitting with what it actually means.
open.substack.com/pub/thephilo...

2 months ago 2 0 0 0

Ending the week realizing something simple.
Avoidance is exhausting.
Even when it feels easier than honesty.

2 months ago 1 0 0 0

Growth isn’t becoming more confident. It’s becoming more honest about the things you still avoid.That part takes longer.

3 months ago 1 0 0 0

There’s a difference between privacy and avoidance.

I’ve spent years pretending not to notice it.

3 months ago 2 1 0 0
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The Conversation I Still Haven’t Had With My Father Eight years of deflection, one belief I was afraid to explain.

I've avoided one conversation for eight years.

Not because I don’t know what to say.
But because once you say it, you can’t unsay it.

open.substack.com/pub/thephilo...

3 months ago 3 1 0 0
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Sitting quietly this evening, realizing something.

Some beliefs don’t argue with you. They just slowly change how you live.

That part takes longer to notice.

3 months ago 2 1 0 0
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Why Bitcoin Made Me a Worse Person (And Why That Might Be Okay) Fifteen years of holding didn’t just change my finances. It changed how I judge people, time, and myself.

Bitcoin didn’t just change my finances.
Over time it changed how I see people, time, and even myself.
Some of those changes feel like growth.
Some feel like loss.
I don’t think that trade-off gets talked about enough.
open.substack.com/pub/thephilo...

3 months ago 2 0 0 0
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The Things You Carry in Silence On money, memory, and the decisions you never explain.

Not your keys, not your coins.

But the hardest things to protect aren’t stored anywhere.

You carry them.
open.substack.com/pub/thephilo...

3 months ago 3 0 0 0

11:45 PM on New Year's Eve.
No predictions for 2026.
No price targets.
No resolutions about Bitcoin.

Just one commitment: ask better questions.

Not, Will Bitcoin go up?
But, What kind of person am I becoming while I wait for it to go up?

That's the question I'm taking into 2026.

Happy New Year.

3 months ago 2 1 0 0