In short
Office 365 / Microsoft 365 migration services move on-premises Exchange Server mailboxes to Exchange Online and redirect mail flow to the cloud. Exchange 2016 and 2019 reached end of support on 14 October 2025, which makes this a priority. CybUp provides email migration services remotely: choosing the method, identity sync, batch moves and the MX cutover, or installing Exchange Server SE on premises where mail must stay in-house.
When did Exchange 2016 and 2019 reach end of support?
Extended support for Exchange Server 2019 and Exchange Server 2016 ended on 14 October 2025, according to Microsoft’s lifecycle pages. Since then, no general security updates have been released for either version. An internet-facing mail server running without patches is exactly what attackers hope to find.
For organisations that could not finish migrating in time, Microsoft opened a separately purchased Extended Security Update (ESU) programme. According to the Period 2 announcement, this period runs from early May 2026 to the end of October 2026, and Microsoft states clearly that there will be no further extension. In other words, at the end of October 2026 the door closes on updates even for organisations that bought ESU.
That leaves two routes. For those who want to stay on premises, Microsoft’s supported version is Exchange Server Subscription Edition (SE), covered in the next section. For most SMEs, though, running their own mail server makes far less sense than it used to; moving to Exchange Online hands the work of backups, patching, certificates and spam filtering over to Microsoft.
“Upon retirement or end of support, there will be no new security updates, non-security updates, free or paid assisted support options or online technical content updates.”
On-premises Exchange Server SE installation: when should mail stay in-house?
For companies that have to keep mail on their own servers, the supported on-premises version today is Exchange Server Subscription Edition (SE). According to Microsoft’s lifecycle page, SE was released on 1 July 2025 and follows the Modern Lifecycle Policy, under which a product stays supported as long as you keep it current. Companies choose this route when contracts or customer requirements keep data in their own data centre, when they have not yet decided to move to the cloud, or when on-premises applications are tightly bound to mail.
Your current version decides the path. Microsoft’s What’s new in Exchange Server SE page says servers on Exchange 2019 CU14 or CU15 can be upgraded in place directly to SE, and that SE RTM is code-equivalent to 2019 CU15. There is no in-place upgrade from Exchange 2016: new SE servers are built and mailboxes moved across, and during coexistence every 2016 server must be on CU23, as the system requirements page states. An Exchange Server SE installation also covers the Windows Server version, certificates, TLS and Extended Protection settings, a two-server DAG where needed, backup and Active Directory preparation.
We do not give a one-size answer to SE versus Microsoft 365. On-premises Exchange means owning security updates, certificate renewals, backups, spam filtering and hardware. Exchange Online takes that work away, but your data sits in Microsoft’s data centres and you move to per-user subscriptions. During the review we look at mailbox count, data location requirements, your IT team’s capacity and integrations, and compare both options in writing; licensing terms come from Microsoft or your reseller.
“You can perform an in-place upgrade from Exchange Server 2019 CU14 or CU15 directly to Exchange Server Subscription Edition (SE).”
Cutover, staged or hybrid: which Office 365 migration method should you use?
Microsoft’s page on migration methods describes three main routes. A cutover migration moves every mailbox in one go; Microsoft positions it for older versions and small numbers of mailboxes, and says that despite the 2,000 limit, staying under 150 users is more reasonable. A staged migration is defined only for Exchange 2003 and 2007, so in practice it no longer comes up.
For Exchange 2013 and later, Microsoft’s recommended route is hybrid. The Hybrid Configuration Wizard links on-premises Exchange and Exchange Online; mailboxes move in batches, and migrated and not-yet-migrated users can still see each other’s calendar free/busy information. Even if the migration takes weeks, users experience it as a single mail system.
For smaller, shorter projects there is minimal hybrid (Express migration): it is meant for organisations running Exchange 2010, 2013 or 2016 that want to move within a few weeks and will not keep directory sync running. We decide which option suits you by looking at the number of mailboxes, total data size, the future of your Active Directory and the upload speed of your internet connection.
“With cutover migration, you can move up to 2,000 mailboxes, but due to length of time it takes to create and migrate 2,000 users, it's more reasonable to migrate 150 users or less.”
How do you plan the mail flow and MX cutover?
Mail flow is the most delicate moment of the migration. A few days beforehand we lower the TTL on the MX and Autodiscover records, verify the domain in Exchange Online, add Microsoft 365 to the SPF record and prepare DKIM signing. The moment the MX changes, new mail starts landing in the cloud; the few messages already on their way to the old server still reach their destination over the hybrid connection.
Devices that send mail over SMTP, such as scanners, photocopiers or the ERP system, are the items most likely to be forgotten. We list them in advance and reconfigure each one with the right method: direct send to Exchange Online, SMTP relay or a connector. After the migration you can tighten SPF, DKIM and DMARC with our email security work.
Can you migrate Exchange without downtime?
In a hybrid migration, the only interruption a user sees is restarting Outlook once after their own mailbox’s final sync. Mailboxes copy in the background for weeks; we run the final completion step in the evening and the user starts the next morning in their new mailbox.
Picture a logistics company with 120 users on Exchange 2019. In week one, Entra Connect and hybrid are set up and the IT team’s mailboxes move as a pilot. Over the next two weeks the company moves department by department, with finance left until last so it does not clash with month-end close. The MX record changes at the very end, and the on-premises Exchange server stays on for a while for management purposes only.
After the migration you also need to think about backing up your Exchange Online data; Microsoft’s retention policies are not a substitute for a backup product. For Microsoft 365 backup, see our Veeam backup page.
- Pre-checks: Exchange version and CU, certificates, Autodiscover, DNS
- Identity: Entra Connect or Cloud Sync, UPN fixes
- Pilot batch and user feedback
- Department batches, completed in the evening
- MX, SPF and DKIM cutover, and reconfiguring SMTP devices
What you receive
- Inventory of the Exchange environment and a written comparison of Exchange SE and Microsoft 365
- Where mail stays on premises, Exchange Server SE installation or an in-place upgrade from 2019 CU14/CU15
- Hybrid or minimal hybrid configuration and identity sync
- Migration of mailboxes, shared mailboxes and public folders
- Cutover of MX, Autodiscover, SPF and DKIM records
- Reconfiguration of devices and applications that send over SMTP
- A short announcement for users and a post-migration check report
How we work
- 1
Free review
We list the Exchange version, mailbox count and sizes, public folders, certificates and devices that use SMTP.
- 2
Plan
You receive the Exchange SE or Microsoft 365 decision, migration method, batch order, MX window and rollback steps in writing.
- 3
Preparation
The Microsoft 365 tenant, domain verification, identity sync and hybrid connection are set up.
- 4
Migration
A pilot batch moves first, then department batches, with user feedback collected after each one.
- 5
Close-out
The MX record switches, devices are reconfigured and the retirement of the old server is planned.
Frequently asked questions
What happens if we keep running Exchange 2016 or 2019?
The server keeps working, but it has received no general security updates since 14 October 2025. Even if you bought ESU, Microsoft has announced that the second ESU period ends at the end of October 2026 with no further extension. For an internet-facing mail server that is a serious risk.
How long does an Exchange to Microsoft 365 migration take?
A few days for a small office, and a few weeks for hybrid migrations above a hundred users. What decides it is the total mail data, the upload speed of your internet connection and how the batches fit around your business calendar.
Will our old emails be migrated?
Yes. Hybrid and cutover migrations move the whole mailbox, including mail, calendar and contacts. If you have archived PST files, we can upload them separately with Microsoft’s import service.
Do users’ phones need setting up again?
In most cases the Outlook mobile app finds the new location by itself. People using the phone’s built-in mail app may need to add the account again, and we prepare a short guide for users.
Can on-premises Exchange be removed completely after the migration?
If identity sync continues, a Microsoft-supported method for recipient management has to stay in place. We plan this against Microsoft’s current guidance and retire the servers you no longer need safely.
Do you buy the Microsoft 365 licences?
No. You buy licences through your own account or your usual reseller. We plan which users need which licence, check Microsoft’s current licensing terms for shared mailboxes, and decide when licences are assigned during the migration.
Is moving mail data to the cloud a problem under KVKK?
Where data is stored and the rules on transfers abroad under KVKK, Türkiye’s Personal Data Protection Law (Law No. 6698), are questions for your legal adviser. On the technical side, we feed into that assessment by reporting your tenant’s data location, access logs and security settings.
Do you still install Exchange Server 2019?
We do not recommend new Exchange Server 2019 installations: 2019 reached end of support on 14 October 2025, and the last ESU period ends in October 2026. For on-premises Exchange we install Exchange Server SE. If you run 2019 CU14 or CU15, we upgrade it in place to SE as Microsoft documents; from older versions we build new SE servers and move the mailboxes.
Can you do this for a company outside Türkiye?
Yes. Our Office 365 / Microsoft 365 migration services and Exchange Server SE installations are delivered over secure remote access, so they work the same for companies in any country, and our team works in English. We schedule cutovers in your time zone’s out-of-hours window.
What should we look for in an email migration services provider?
Look for one that compares Exchange Server SE and Microsoft 365 against your own requirements in writing, sticks to Microsoft-supported methods (hybrid, minimal hybrid, documented SE upgrade paths), plans SMTP devices, public folders and the MX cutover from the start, and leaves you a post-migration check report. That is the scope CybUp works to.
How much does an Exchange migration or installation cost?
We give you a written quote once we have reviewed the scope, and the review is free. The main factors are the number of mailboxes, the server and DAG needs of an on-premises build, whether there are public folders and the migration method.
Sources and official documentation
- Microsoft Lifecycle: Exchange Server 2019
- Microsoft Lifecycle: Exchange Server 2016
- Microsoft Lifecycle: Products reaching end of support in 2025
- Microsoft Exchange Team: Period 2 ESU program
- Microsoft Learn: Ways to migrate email to Microsoft 365
- Microsoft Learn: Minimal hybrid (Express migration)
- Microsoft Lifecycle: Exchange Server Subscription Edition
- Microsoft Learn: What’s new in Exchange Server SE
- Microsoft Learn: Exchange Server 2019 and SE system requirements