[whpalmer4]

That hierarchy may only appear to be multiple levels deep!

The character used to delimit levels of the hierarchy is a synced setting, but whether or not the full hierarchy is show is not. I haven't had any success attempting to set the variable that controls whether the full hierarchy is shown on the Mac on the iPad, either. I'd be happy to be proven wrong about this, as I make extensive use of nested contexts, but I think the most likely explanation is that those screenshots just show a top-level context that happens to have a ":" in the name.