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Created by John DiFini
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Google AppsOffice 365
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FunctionalityWeightScoreNotesScoreNotesReference
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Security44For Finance & Healthcare, the score is probably a 3 b/c you cannot restrict Google access by IP or managed devices without 3rd-party add-ons; Otherwise the score is a 4

The default for "Stay signed in" is checked; Shame on you Google!
5Using Intune EMM in conjuction with Azure AD IdP, you have tight controls over access from specific IPs and managed devices
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Email54Can't sort emais; "Literal search" doesn't really work

Video calls & click-to-call all in 1 interface
4Can't save save attachments to a specific drive folder; Can't easily switch commonly-used fonts; Using Ginger is problematic; Have to use a desktop app for video calls & click-to-call
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Calendar44Reminders are a bit buggyTBD
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Collaboration45Spreadsheet funtionality makes collaboration easy; Ability to tag collaborators in Comments2Difficult to open a spreadsheet in online/collaboration mode; given the limited Excel Online functionality, hard to encourage usage
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Spreadsheets45Quite simply, wow!2In summary, it's nowhere near Google Sheets, but here are the details:
Cannot search across tabs; No search options (e.g. Match Case), replace, etc.; No conditional formatting; cannot change borders; cannot truncate cells; no custom colors; cannot remove excess cells; cannot select a different tab for formula; does not highlight cells that comprise a formula; cannot paste large set of data; can't figure out how to go straight into edit mode; can't figure out how to move a row/column; cannot tag someone in comment; redo doesn't work; Can't duplicate sheet; No Cltr+A; Does not support Cmd+D on OS X; Can't use different font within same cell; The entire page often refreshes; Can't freeze panes; No spell check; Can only insert in one direction; Can't copy tables to other apps
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Drive44Can't search within specific folder2Can't view previous versions w/out restoring them; Can't download an entire folder
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Click-to-call34Phone icon only appears for contacts with whom you have had recent conversatoins

Free domestic calls w/ no associated calling plan!; part of the Gmail interface
1Not part of the Outlook Online interface (i.e. have to use desktop app); Have to have an associated calling plan
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Video Calls25Part of the Gmail interface2Not part of the Outlook Online interface (i.e. have to use desktop app)
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Drawings15Google Draw meets all basic functionality1No Visio Online available
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Storage13Entry-level plan allows 30GB of storage51TB of storagehttp://www.cio.com/article/2902255/cloud-apps/google-for-work-vs-microsoft-office-365-a-comparison-of-cloud-tools.html
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Licensing Simplicity152 simiple, flat pricing plans16 pricing plans with License vs. Software Assurance implications; need to factor in Core CAL discounts too
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Weighted Average42