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Cloud & Microsoft 3658 min read

How to move from Google Workspace to Microsoft 365 without losing an email

"Most owners put off leaving Google because they picture losing years of email in the process. Done in the right order, none of it goes missing. This is what moves, what stays behind, and how the switch actually happens."

Author

Lior Refael

Published

Jul 9, 2026

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What moves across, and what doesn't

The supported path for mail, calendars and contacts is documented by Microsoft[1], and Google's own admin-level export documents what is and is not included on their side[2].

A move from Google Workspace to Microsoft 365 covers three things: your email, your calendars and contacts, and the files in Google Drive. Email, calendars and contacts travel together. Drive is a job on its own, and it helps to know that before you start so nothing catches you out halfway through.

Here is what comes across, and what needs handling separately:

What moves across, and what needs handling separately

Gmail mailboxes

Where it lands in Microsoft 365
Exchange Online mailboxes
What to know
Copied, not moved. The originals stay in Google until you decide otherwise.

Contacts and calendars

Where it lands in Microsoft 365
Outlook contacts and calendars
What to know
Travel with the mailbox on the built-in path; email-only methods need a separate export.

Shared addresses and aliases

Where it lands in Microsoft 365
Shared mailboxes and aliases
What to know
Mapped by hand, and easy to forget, so we list them first.

Google Drive and shared drives

Where it lands in Microsoft 365
OneDrive and SharePoint
What to know
A separate migration with its own structure and permissions.

Gmail labels

Where it lands in Microsoft 365
Outlook folders
What to know
A message can hold five labels but lives in one folder: you accept either duplicates or a flattened view.

Gmail filters, Apps Script, Sites, Forms, Keep

Where it lands in Microsoft 365
No direct equivalent
What to know
Rules are rebuilt in Outlook, automations in Power Automate; export the rest before closing the account.

Mail, calendar and contact behaviour follows Microsoft's documented migration path; the fidelity limits are the ones migration vendors publish themselves.

Source: Microsoft Learn, Migrate Google Workspace mailboxes to Microsoft 365 (2026)

What does not survive the move perfectly

Every migration vendor's own fidelity documentation says the same thing, and it is better to hear it now than in week three. BitTitan and SkyKick both publish per-object fidelity matrices for Google-to-Microsoft moves showing which attributes convert, which approximate and which are dropped[3][4]. The ones that matter for a small team:

  • Gmail labels become Outlook folders. This is the big one. A Gmail message can carry five labels at once; an Outlook message lives in exactly one folder. The migration picks one and copies the message into each labelled folder, so you either lose the multi-label view or gain duplicate copies. Neither is wrong - it is a structural difference between the two systems, and no tool fixes it.
  • Gmail filters and rules do not migrate. They have to be rebuilt as Outlook rules. Budget 20 minutes per heavy user.
  • Google Docs, Sheets and Slides are converted, not moved. Conversion to Word/Excel/PowerPoint is good but not perfect: complex formulas, apps-script automations, add-ons and pixel-level formatting need checking. Anything running Apps Script needs rebuilding in Power Automate.
  • Shared drive permissions approximate. Google's sharing model and SharePoint's do not map one-to-one. We rebuild the permission structure deliberately rather than pretending it transfers.
  • Google Sites, Forms, Keep and Chat history have no destination. Export what matters before you close the account.

The reassuring part is that your mail is copied, not moved. Nothing is deleted from Google while the move is happening.

The two ways small businesses migrate

For a team of 5 to 50 people, two paths are worth weighing up.

The built-in path (Simplified Gmail Migration). Microsoft built this tool for small businesses, and it moves mail, contacts and calendars together. It handles up to 1,000 mailboxes, far more headroom than a small business will ever use. For most companies, this is the one to pick.

Email-only (IMAP migration). This copies the inbox and folders, but leaves contacts and calendars behind unless you export them yourself. It fits very small, simple setups under about 150 users where email is the only thing that matters.

Once you add a lot of shared mailboxes, aliases, or a large Drive, the move is better run as a managed project than clicked through live.

The order that keeps mail from going missing

The sequence matters more than the tool. Follow it and nothing falls through the cracks:

  1. Set up the Microsoft 365 tenant and verify your domain.
  2. Create every user and give each one a licence, so a mailbox is waiting before anything is copied into it.
  3. Run the mailbox migration in the background. Mail still arrives in Google as normal while this happens, and the team carries on unaware.
  4. Switch the MX record after hours. That is the moment new mail starts arriving in Microsoft 365, and it takes minutes.
  5. Leave the Google account running for 30 days, so everyone can confirm their mail, contacts and calendars made it across.

Where email actually gets lost

Almost every horror story traces back to one of these:

  • The Google account was deleted too early, before the final sync had finished.
  • The MX record was switched before the mailboxes had copied across.
  • An email-only method was used, and contacts and calendars were forgotten.
  • A shared mailbox or alias was missed, and a customer kept writing to it.
  • Two-step verification on the Google side blocked the migration because no app password had been set.

None of these are hard to sidestep. They come down to a checklist and someone paying attention on the day.

What about your Google Drive files?

Drive sits outside the mail move. Your files go to OneDrive and SharePoint in a second migration, with its own plan for structure and permissions. Getting that plan right is what stops the files scattering all over again once they land. Our guide on where files should live in Microsoft 365 covers the destination in detail.

How long it takes, and what downtime to expect

For a team of ten, expect two to three weeks of background work and one after-hours switch at the end. Email never stops. People work in Google right up to the switch and in Outlook straight after, and on the day itself there is very little for anyone to notice.

Questions we get asked

Sources

Every figure in this article traces back to a named source. Where we quote our own numbers, they come from work we have done with small businesses in Israel and across Europe, and we say so.

  1. Migrate Google Workspace mailboxes to Microsoft 365Microsoft Learn · 2026The supported migration path for Google Workspace mail, calendars and contacts. (opens in a new tab)
  2. Export your organisation's dataGoogle Workspace Admin Help · 2026Administrator-level export of Workspace data, including what is and is not included. (opens in a new tab)
  3. MigrationWiz Google Workspace to Microsoft 365 migration fidelityBitTitan · 2025 · reporting on primary dataVendor-published per-object fidelity matrix for cross-platform mail and file migration. (opens in a new tab)
  4. SkyKick Migration Suites - supported and unsupported dataSkyKick · 2025 · reporting on primary dataSecond vendor reference on what converts, approximates and is dropped in Google-to-Microsoft moves. (opens in a new tab)
  5. Migrate Google Workspace content with Migration ManagerMicrosoft Learn · 2026Moving Google Drive and shared drive content into SharePoint and OneDrive. (opens in a new tab)
  6. Add DNS records to connect your domainMicrosoft Learn · 2026The MX, SPF, DKIM and autodiscover changes required at cutover. (opens in a new tab)
  7. SharePoint sharing and permissions overviewMicrosoft Learn · 2026Why Google shared-drive permissions do not map one-to-one onto SharePoint libraries. (opens in a new tab)

Figures last checked 28 July 2026

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