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Jeff Long's avatar

Hi Tayla and Brittany!

My initial interest in syncing Obsidian and Trello was to duplicate the function of Confluence with my local markdown files.

Some information represented in a knowledge management system is reference and mostly static (nouns), while other information is dynamic and active (verbs.)

Kanban boards are great for verbs. Wikis are great for nouns.

It’s nice to have my nouns at my fingertips while I’m working my verbs.

Confluence integration does this really well, placing knowledge and a link to it in a Trello card. But confluence was way overkill for my uses.

Obsidian is great for nouns.

The problem with integrating the two is you’re mixing software model metaphors.

- Trello is a SaaS tool hosted in the cloud, with data represented in proprietary formats.

- Obsidian is a locally hosted tool, with data represented in ASCII.

In order to sync them, you have to bend the will of one to the other, or both. Not easy.

Theoretically, you could sync your obsidian pages to Google cloud, and create links to Trello cards. But syncing obsidian to the cloud outside the official tool is fraught with data corruption peril.

Eventually, I gave up. I let Trello be awesome at its Trello-ness, and Obsidian be awesome at its Obsidian-ness.

And then I got distracted turning Obsidian+Claude into an AI-powered project manager. Imagine your Trello board could talk back to you. But that’s another story.

Tayla and others: What’s your dream Obsidian-Trello mashup? What does seamless sync mean to you? I’d love to talk more about this!!

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