The Blog
Less “top ten things to do,” more how to actually think about it. Field notes on the psychology and the practicalities of planning your own way — money, safety, logistics, and the mindset that holds the whole trip together.
Food & Culture
I grew up in a house where food was how you said “I love you.” So when I pick a destination, I’m asking whether I’m going to eat well — and I’ve learned to plan around it instead of pretending it doesn’t matter.
All pieces · 5
Logistics
The map pin matters more than the photos. A simple framework for choosing where you sleep so the rest of the day gets easier.
Read the piece →Buses, trains, transfers, and the awkward gap in between — how to move city to city without the day dissolving into logistics.
Read the piece →Your smartest travel companion doesn’t need a seat on the plane. Practical ways to let AI carry the admin so you can be present.
Read the piece →A hundred-plus trails in, here’s how I read an unfamiliar mountain — permits, weather, exits, and knowing when to turn back.
Read the piece →Credit card perks, health coverage gaps for remote workers, and the $100,000-deductible phone call that taught me to ask insurers the right questions.
Read the piece →No pieces in that theme yet — check back soon.