I noticed that your Obsidian vault folder is on your iCloud Drive. It’s my understanding that DevonThink works best when you index files and folders on your hard drive. When you use iCloud, you’re syncing twice, once to iCloud and once to DT.
I keep my Obsidian vault on my hard drive and index it to DT. This has been working like a charm for several years and this is how I see my Obsidian files when I am away from my Mac.