Obsidian to Notion: Is the AI auto-tagging actually worth the migration pain?

I’ve been using Obsidian for three years to manage my research notes and project specs. It’s local, fast, and I control the plugins. However, I’m slowly bleeding out on the operational side. I spend roughly two hours a week manually organizing files, updating metadata, and trying to keep my Zettelkasten structure from collapsing under its own weight. I recently started testing Notion’s new AI capabilities specifically for auto-categorizing and tagging incoming documents. The initial results are surprisingly good; it correctly identified client projects and extracted action items from meeting transcripts without me lifting a finger. But the friction is real. The migration process from my local markdown vault to the cloud feels risky, and syncing large binary attachments is still a bit clunky. I’m hesitant to break my existing workflow for an AI that might just introduce a new layer of hallucinated tags. Has anyone actually done a full migration from a local-first setup to Notion AI for serious work? Did the time saved on curation actually outweigh the initial setup headache and the privacy trade-offs? I’m looking for honest feedback from people who have been using the system for at least two months, not just the first-week novelty. I need to know if the AI is smart enough to handle nuanced technical documentation or if it’s only good for basic to-do lists.