I Had the Worst Thing Possible Happen to My Obsidian Vault

And it turned out to be an easy fix.

Gray Miller
4 min readNov 19, 2022

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Let’s get one thing out of the way first: I use a password management program.

I’ve used many, from the posh 1Password to the pragmatic team-based LastPass to the nerdy KeePass before finally settling on the amazingly convenient Apple Keychain.

This is only sort of that kind of problem. The real problem is that I got complacent.

Obsidian Sync made it a little too easy.

A while back I began the process of kissing Notion goodbye and embracing Obsidian as my personal knowledge management system. It was an on-again, off-again flirtation, and I didn’t really go all-in until also deciding to take Nick Milo’s Linking Your Thinking course.

The TL;DR was that Obsidian is end-to-end encrypted and the data is hosted on my devices (or servers, as I discovered that while I could host my main vault in iCloud). There was a minor inconvenience, though: in the time it took iCloud to sync…

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Gray Miller

Gray is a former Marine dancer grandpa visualist who writes to help adults figure out what they want to be when they grow up.