1. You would not need to change your email address. Microsoft emails support Exchange, IMAP, and POP, and you can use IMAP with almost any client. Exchange is a proprietary protocol that isn't supported by other clients, but IMAP is a standard protocol for managing email (but only email, not the other stuff). 2. That gets tricky then. You can publish your calendars with a view only link and use ICS protocol to view your calendars within a TB-based client using the Lightning extension (I do this, for example). I don't think you can edit from here though. You could either use a newer Outlook on another system or use outlook.com/calendar for editing your calendar. 3. Personally I think Office 2010 is the best version of Office. It's been downhill from there afterwards. Office 2007 isn't compatible with all the documents that might be in use today. Office 2010 on the other hand is fully compatible with everything. 4. Office365 is a money sink, for sure. As far as one time Office, if you think it's of value, you could certainly buy it. I don't as they haven't added anything new after 2010 and only removed useful features and made the UI and UX worse. I'm perfectly happy with Windows 7 and Office 2010. 5. Glad they all work fine for you. I stopped upgrading Chromium after 2018 since they broke the UI after that. For the most part it's working fine still.