i wanted to like this after reading the Macworld review

tried it. Like the simplicity! But then putting it in iCloud and then updating the outline I noticed some strange behavior and then today, the current outline documents don’t refresh and spinning attempting to update. Tried all sorts of things including resigning into iCloud. No luck. I am back using Omnioutliner (which is more complicated to use) but it always works. drat.

SoftwareManiac about Cloud Outliner - Outline Maker, v2.1