For a few months now, I’ve been actively thinking about and planning for the biggest trip of my life so far: Te Araroa—or TA. Basically, a long walk from the top of the North Island of New Zealand to the bottom of the South Island.
An essential part of the research is watching YouTube videos of other hikers that have gone before me, to learn from their experiences, to observe their gear, and methodologies and incorporate the lessons in my own planning and preparation. In one such video, I saw a brief scene where a hiker walks into a hut and greets the rest of the hikers who return the gesture—clearly they all know each other. And one of the hikers in the hut looked up from his notebook in which he’d been scribbling something.
It was the first time I saw a video of someone writing in a notebook on TA. Most people use technology—cameras, voice recorders, phones, drones. It’s not a big deal, if you think about it. Journaling is such a common habit and a lot of hikers do it. I just hadn’t seen anyone do it on a five-month endurance hike like TA.
That got me thinking about my own trip and how I’d document my journey. I hadn’t thought about that particular thing before. I loved the idea of writing on a notebook—in fact, I think I’ll still have a notebook. I’d appreciate the sheer analogue-ness of it after a hard day of walking.
But I also knew, within five seconds of watching that video, that I couldn’t rely only on handwritten notebooks to document my trip. One accident on the Whanganui river canoe section and all my notes would be dripping, dead weight.
I could use the Notes app on my phone, I considered. But they’d be so scattered. I didn’t know if I could trust myself to have the discipline to date and location-tag every entry, especially when I might be going through rainy, windy, sleety, scree slopey environments every day.
So I decided to find an alternative option that’d work a bit more… the way I want it to.
As a marketing copywriter who once obsessed with being found online, I’m ashamed to admit this: I didn’t even research what other options might be out there. Instead, like so many people of my generation and industry, I figured I’d just ask Claude.
For months I’d watched people on LinkedIn rave about Claude Code and brag about how they kept hitting their limits. There were proud posts about being on the highest paid plan of Claude Code because they were just building so much cool shit that the peasant version wasn’t enough anymore.
I hadn’t tried Claude Code yet because I didn’t know what I’d build. It seemed rather frivolous to pay for it for the sake of poking it and seeing if it’d poke back.
That clip of a guy writing on his notebook was the impetus I needed. I sat down with Claude Chat to talk it through. What could I build with Claude that could be useful for me on trail, and help me learn the basics of Claude Code and building a solution on it?
So I started experimenting with Claude Code. I’m building something to help me document my trip, and structure it in a way I can look back on and appreciate in the future. But as with any experiment, although the excitement and novelty of it buoys me, I also wonder if what I’m building will truly withstand the trail. I guess there’s only one way to find out.
This is post 1 of 5.
The Chaos Within 