@tjluoma Are you using both Craft and Obsidian currently?
Like @MacSparky , I’m using Obsidian closely with DevonThink and my task manager (for me it’s Things rather than OF). I work on a half-dozen or a dozen projects running concurrently, and I create a folder in Obsidian for each project, index the vault to DevonThink and replicate each folder to an appropriate location in my primary DevonThink database.
This is not recommended by DevonThink’s developers. And yet I do it anyway.
At some point I’m going to stop indexing the entire Obsidian vault, and instead index each folder individually, which is the way DevonThink’s developers recommend doing it. I really need to do that sooner rather than later; the task is only going to get bigger the longer I put it off.
Obsidian handles my Markdown documents, DevonThink handles everything else — Word documents, PowerPoints, PDFs, web pages saved as PDFs, videos, and audio files. By indexing the Obsidian vault, the Markdown documents appear in DevonThink and the other file types appear in the Obsidian vault — at least on the Mac. I have not explored whether they also cross-populate on the iPhone and iPad. Neat!