Philosophy

Finance

👾 I've done the math. I still don't trust it.

Oct 1, 2026

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3 min read

👾 I've done the math. I still don't trust it.

The standard math assumes you live in one place.

Mental Health

👾 You don't know me as well as you think.

Sep 17, 2026

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2 min read

👾 You don't know me as well as you think.

Ten things, and one Instagram post that landed at the right time.

Philosophy

Sep 3, 2026

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3 min read

👾 You don't have to sell everything.

Twelve years of full-time travel came out of a method that has nothing to do with travel. Here's the method, at small scale.

Philosophy

Aug 27, 2026

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1 min read

👾 I've been Canadian this whole time.

The certificate is effective from the day I was born, not the day it was issued.

Caroline Lupini

Philosophy

👾 Three incidents in twelve years. None where I was warned.

Aug 20, 2026

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4 min read

👾 Three incidents in twelve years. None where I was warned.

At 23, before my first trip to Egypt, I published a post about what keeps travelers safe. Twelve years of travel later, here's what held up.

Destinations

Aug 13, 2026

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1 min read

👾 The sun went out before it set.

What a sunset eclipse looked like from the west coast of Mallorca. Plus a giveaway with a September deadline.

Mental Health

Jul 30, 2026

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3 min read

👾 Community season.

What a built community is actually made of, from year twelve without an address.

Finance

👾 The math still works. The costs still cost.

Jul 23, 2026

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3 min read

👾 The math still works. The costs still cost.

Twelve years of full-time travel, added up for real: what it gave me and what it took.

Philosophy

Jul 16, 2026

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3 min read

👾 What does a week actually get you?

On what staying longer actually buys, from someone who's tried every speed.

Philosophy

👾 5,653 clips I was never going to watch

Jul 9, 2026

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3 min read

👾 5,653 clips I was never going to watch

The project I'd written off as impossible, and what finally made it doable.

Destinations

Jun 25, 2026

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10 min read

👾 Six weeks in a Level 3 country

What a "Reconsider Travel" advisory measures, and what it leaves out.

Philosophy

Jun 18, 2026

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1 min read

👾 The safe path was the riskier one

Plus a free resume review for five of you.

Destinations

Jun 11, 2026

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3 min read

👾 Five summers, one town.

130 countries, and I keep going back to one.

Caroline Lupini

Productivity

Jun 4, 2026

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1 min read

👾 Incoming

Toni listened to Harry Potter 40 times. At 1x.

Caroline Lupini

Mental Health

May 28, 2026

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3 min read

👾 The other half of loneliness

When five friends land the same week.

Caroline Lupini

Mental Health

May 21, 2026

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1 min read

👾 On grief

A year missing Maizey.

Caroline Lupini

Finance

May 14, 2026

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2 min read

👾 222 Freedom Days

Making progress visible.

Caroline Lupini

Mental Health

Apr 30, 2026

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3 min read

👾 My parents: twice a year.

That has to be enough.

Caroline Lupini

Philosophy

Apr 23, 2026

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1 min read

👾 Incoming

Two lounge passes, free — and how we ended up in Indonesia instead of Syria.

Caroline Lupini

Finance

👾 I saved $20,267 on taxes. I didn't always.

Apr 16, 2026

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2 min read

👾 I saved $20,267 on taxes. I didn't always.

Unconventional life, unconventional tax strategy.

Caroline Lupini

Philosophy

Apr 9, 2026

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3 min read

👾 Incoming

Dispatch from somewhere I had to come back to.

Caroline Lupini

Philosophy

12 years in. I still can't get this right.

Apr 2, 2026

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3 min read

12 years in. I still can't get this right.

The lesson I keep relearning — and others I learned the hard way.

Caroline Lupini

Mental Health

My engineering brain was slowly destroying my nomad life.

Mar 2, 2026

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5 min read

My engineering brain was slowly destroying my nomad life.

11 years of optimizing the wrong thing.

Caroline Lupini

Mental Health

A breakup and $0 in savings started my 11-year nomad life

Feb 10, 2026

•

4 min read

A breakup and $0 in savings started my 11-year nomad life

No plan. No permission. Here's how it worked anyway.

Caroline Lupini

Philosophy

👾 I've done the math. I still don't trust it.

👾 You don't know me as well as you think.

👾 You don't have to sell everything.

👾 I've been Canadian this whole time.

👾 Three incidents in twelve years. None where I was warned.

👾 The sun went out before it set.

👾 Community season.

👾 The math still works. The costs still cost.

👾 What does a week actually get you?

👾 5,653 clips I was never going to watch

👾 Six weeks in a Level 3 country

👾 The safe path was the riskier one

👾 Five summers, one town.

👾 Incoming

👾 The other half of loneliness

👾 On grief

👾 222 Freedom Days

👾 My parents: twice a year.

👾 Incoming

👾 I saved $20,267 on taxes. I didn't always.

👾 Incoming

12 years in. I still can't get this right.

My engineering brain was slowly destroying my nomad life.

A breakup and $0 in savings started my 11-year nomad life

Life, Undefaulted.