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Outlook 2016 Won't Open - Crashes Upon Starting Outlook 21016. Here's how I fixed it:

Office365 Repair

• -close OUTLOOK
• -click START > CONTROL-PANEL > PROGRAMS-AND-FEATURES
• -click MICROSOFT-OFFICE-365
• -click CHANGE (at the top).
• -click FULL-REPAIR (not "quick-repair")
• -wait 15 minutes.
• -try OUTLOOK again when finished.

x64 Bit

If that doesn't work, I've found the x64 bit to be more stable:

• -uninstall Microsoft Office x32
• -restart computer.
• -install Microsoft Office x64

Outlook Safe Mode

If that doesn't work:

• -hold CONTROL
• -click OUTLOOK icon to open.
• -click YES (for disable plugins)
• -click FILES > OPTIONS > ADD-INS > COM-ADD-INS > GO
• -uncheck everything.
• -checkmark MICROSOFT-EXCHANGE-ADD-IN
• -click OK
• -close OUTLOOK
• -open OUTLOOK in normal mode.

Set Data File

If that doesn't work:

• -click START > SETTINGS > CONTROL-PANEL > MAIL
• -click EMAIL-ACCOUNTS
• -click DATA-FILES (at the top)
• -select your mail account in the list.
• -click SET-AS-DEFAULT
• (yes, even if it already is).
• -click CLOSE > CLOSE.
• -open OUTLOOK.

Update iCloud

If that doesn't work:

• -close OUTLOOK.
• -update ICLOUD software here: https://www.apple.com/icloud/setup/
• -restart the computer
• -open OUTLOOK

Office365 Account Conflict

If that doesn't work, you might have an OFFICE365 account conflict. You may have one OFFICE365 account for WORD, EXCEL, OUTLOOK and another OFFICE365 account for EMAIL.

• -click START > SETTINGS > ACCOUNT
• -click EMAIL-&-APP-ACCOUNTS (on the left-hand side).
• -remove the OFFICE365 account that is only for email (leaving the OFFICE365 account that is for WORD, EXCEL, etc or the one that you use to login to the computer [ie same as your username]).
• -make sure the correct DATA-FILE is set as the DEFAULT (see above).
• -open OUTLOOK

Office Update

If that doesn't work:

• -click START > SETTINGS
• -click UPDATE-&-SECURITY
• -click CHECK-FOR-UPDATES
• -install any updates and restart the computer.

Redo

If that doesn't work, you've probably spent too much time on this:

• -start a new profile.
• -add the email accounts back in.