Hey just wanted to say "thanks" to @a_5mith for creating the SMF importer/exporter thing! Haven't tried it out yet but it's nice to see that it exists (even if you do have to upgrade in a roundabout way).
Also adding these terms to the thread so that people can find it when searching (turns out nobody said "SimpleMachines" or "Simple Machines", just SMF).
Of course, we do have docs so you should try it yourself just back up everything first!
Edit: to answer your original question, we do plan on building an upgrade button into our hosting plans control panel - right now we just upgrade customers manually. It's probably impossible (or hard) to make an app upgrade itself via acp, we would need to make the acp a standalone application (we've toyed around the idea, but not worth the development time)