Common Office 365 Setup Problems

by TUCU Managed IT Services in Toronto

man at computer having problems setting up microsoft 365

Office 365 Setup Problems? You're Not Alone.

Office 365 is easy to set up for some people. For others, they encounter Office 365 setup problems, frustration, lost contacts, duplicate contacts and more. Common Office 365 setup problems include:
office 365 setup errors

  • Not sure which version to sign-up for
  • Delayed project due to planning challenges
  • Downtime due to migration errors
  • Failed migrations or lost emails & contacts
  • Features not available as expected
  • Security issues
  • Users not knowing how to connect, log in or find files
  • Unable to add new users or manage users without training
  • Spam filtering works differently
  • Difficulty connecting mobile devices
  • Difficulty syncing on-premise and cloud systems

Should I Attempt Office 365 Setup On My Own?

If you are setting up a brand new, single account, you can likely set up your Office 365 account without a hitch.

If you're looking to switch from an exchange server to Office 365, it may be best to get some help.  Migrating and mapping data is tricky and glitchy.  There are often problems, like the ones listed above.  A seasoned computer technician with exchange server experience and Office 365 training is better equipped to troubleshoot and correct the problems, than someone trying something like this for the first time. Hiring help is smart.

Also, think about your team.  Do you want to be responsible for moving all their data? Answering their questions about everything that has changed after the migration? Are you prepared to make all the change request they will have? Help them with new feature setups or changes? Or would you rather hire help for all the post migration support your team will need?

People get used to doing things by rote. Switching to an updated platform is great for business, but it can wreak havoc on your team if all of a sudden, doing things by rote isn't an option anymore.  Your team can become frustrated, scared and angry if changes are made and some training and support  isn't provided.  Make sure you have advised the team of changes, prepared to show them how common tasks will now be different, or how to access their files. And consider hiring post project support services to help get everyone using the new software quickly.


Office 365 Setup Services in Toronto: We are TUCU, IT Service Providers & Microsoft Certified Partners serving Toronto since 2003.  We offer Office 365 & SharePoint setup services, data migration, Identity Access Management and more.  Please reach out to schedule your free consultation to see how we can help you.

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