So, here's the thing. I'm an all-Apple household at the moment -- iMac (plus Boot Camped Windows 10 Pro), MacBook Pro, iPad, iPhone, AppleTV. I treat my iMac as the parent source for all data -- a huge music library, documents, the usual. I backup via Time Machine to a Time Capsule as well as an external HDD via USB 3.0. All machines and backup destinations are encrypted. Because I still don't trust iCloud Mail, I use Fastmail for contacts, mail, calendars, and notes. I DO use iCloud for photos, Safari, and Keychain. When I do use other devices, I often find myself wishing I could just seamlessly access things without having to think about how something is on my iMac and not the laptop, etc. I'm trying to figure out how to best do that when some of the documents in question are things that are at least somewhat sensitive from a financial or other standpoint. Is there is a good, efficient way to do this?