So I recommend you to:
- If you cancel your Personal subscription, you won’t instantly lose your stuff. Your files will stay in OneDrive, but if you’re using more than the free 5GB limit, they’ll be read-only after the grace period until you either free up space or resubscribe. If you actually delete the account, then yes — everything tied to it (emails, files, photos) eventually gets wiped.
- The only way to move things into your Business account is manually. Easiest way is either:
- Download everything to your computer and re-upload it into OneDrive for Business, or
- Use the OneDrive app, sign in with both accounts, and just drag files from one folder to the other. That way you don’t have to shuffle them through a hard drive.
- Email, calendar, and contacts don’t transfer automatically either. If you’ve been using Outlook.com on your personal account, you’d need to export/import or set up forwarding.
Most small business owners I know just keep both accounts active: Personal for photos, family, personal purchases — Business for everything work-related. That way nothing gets lost, and you’ve got a clean separation between your personal life and your business.