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its' misleading and it gives off the notion that the cloud is more secure so you should migrate your instance to our managed "Cloud" version.

But in this case it's literally the cloud product that is more secure.

Let's say 99.5%, because Atlassian hosted offering is called "Atlassian Cloud"

Good compromise.

> regardless of how technical they are

They said "lesser technical people", not "less-technical people". A more technical person might not be able to read between the lines, but a better technical person should.