Outliner mode (similar to Logseq, Roam, Dynalist)

About shift + enter, there is a feature request about that, the developer might work on that later

The import thing- this is independent of the plugin itself, you could export your notes as markdown and open it in Obsidian, I used Dynalist for outlining, there were separate files, Workfowy has one long file I think?

You may want to check Logseq which could be used together with obsidian

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