Yes, though we’d be sad to see you go! You may cancel if you ever decide you don’t need to create condition reports again but you will still have access to those you have already created. Your intellectual property is your intellectual property.
Yes. Articheck upgrades operate just like any other smartphone app, and will come directly to your device when an update is available on the App Store. Just to double check, go to iPhone/iPad Settings → iTunes and App Store → Automatic Downloads