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Upgrading to Office 365

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My wife and I have individual installed versions of Office 2010; my daughter has Office 2013 (student?). We're considering buying a "Home" Office 365 subscription. Has anyone done that and can comment on how seamless the upgrade is re: all the various customizations (options) in individual applications and accounts in Outlook being ported over? Is it really and upgrade? Or does one start from scratch (that would almost be a deal-breaker)? Thanks!

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