Building a Second Brain with Obsidian and Claude

Obsidian sat on my "probably cult, probably skip" list for years. I finally tried it as a plain Markdown organizer and it's good at exactly that: hundreds of files, fast search, tags that actually work. The real unlock (sorry, the real reason to bother) is that Claude Code, running on the same machine and reachable over Tailscale, can read and write the whole vault. Searching got replaced by conversations with my notes.

Getting 15 years of notes in

The vault is around 450 notes pulled from three places.

• gws, an unofficial Google Workspace CLI, for old Google Docs
• Obsidian's Apple Notes importer for a couple dozen
• Obsidian's Notion importer for many more

Bases, Obsidian's lightweight database view over frontmatter, turned out to be the surprise. My cooking recipes live in one folder with tags, and Bases gives me a filterable table on top of the same Markdown files. No separate app, no lock-in.

Claude Code as the interface

Claude Code stays open on my desktop, reachable from my laptop or phone via SSH over Tailscale. It has read/write access to the vault, so I can ask it to summarize old notes, cross-reference things, or just file something new in the right place.

For research, I'll hand it a prompt like:

research what i need to do and it would cost to get a level 2 EV charger installed. ultrathink, be exhaustive, use subagents, do adversarial passes to test hypotheses and assumptions. save final report to Projects/Level 2 Charger

It spawns subagents, argues with itself, and drops a Markdown report in the right folder. I read it later in Obsidian on my phone.

Why not just Claude Desktop

Most people would look at this and say it's Claude Desktop, but nerdier and with extra work. A few things make it worth the setup:

• Full Claude Code, not the chat product, with Exa wired in for search that reaches pages Claude can't normally crawl and ScrapingBee for even harder things to read (though, yes, you could do that with Claude Desktop)
• Artifacts land as real files in real folders, not buried in a chat sidebar
• Obsidian sync means the same notes are on desktop and mobile, and the focus stays on the content instead of the conversation
• Nothing is Claude-specific. Swap in another coding agent tomorrow and the vault still works

The one annoying part

Pasting images over SSH is awkward. Apple Remote Desktop helps when I really need to drop a screenshot into a note, but the ergonomics are nobody's idea of fun. Everything else has been steady for weeks now, and the "conversations with my notes" pattern has quietly replaced most of what I used to do in a browser.