Migrate exchange from 2010 to 2016 or 2019

JPD153
JPD153 used Ask the Experts™
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I am looking at migrating a very small network (6 users) from SBS 2011 to Exchange 2016 or 2019
Do I really want to go through the whole "migration" or can I simply export all mailboxes to .PST files and then import them into the new version of Exchange ?
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Rodney BarnhardtServer Administrator

Commented:
Based on the information I received at Microsoft Ignite, you cannot go to Exchange 2019 unless you have a volume license agreement. They are only issuing license keys to those customers since they feel those are the only ones large enough to justify keeping Exchange on premise. If you want to upgrade and stay on premise, you can only upgrade to 2016.

Also, if there are only six users, it may be easier to just have the email from 2010 to PST files and have new emails go to the 2016 server. There are a lot of settings to creating a hybrid environment to perform migrations.
JohnBusiness Consultant (Owner)
Most Valuable Expert 2012
Expert of the Year 2018

Commented:
Also, we specialize in small business clients and all clients have outsourced email. At your level, this is cheaper and automatically keeps you up to date.  I recommend you outsource and Microsoft Office 365 is a good choice.
Seth SimmonsSr. Systems Administrator

Commented:
Do I really want to go through the whole "migration" or can I simply export all mailboxes to .PST files and then import them into the new version of Exchange ?

i'm dealing with this right now - moving from 2010 to 2019 though there is no direct upgrade path; need to go to 2016 first so it's a 2-step process.  however, only 6 users?  seems more trouble than it's worth (both in time and money)
as john said, host it

but, if you really want on-prem, export to pst files, remove exchange entirely, then install 2019 on a new server 2016 install.  just beware of the downtime.  again, more trouble than it's worth for such few users
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Author

Commented:
The 6 users system I am talking about is a test for more customers with 35 to 75 users. SO I really want to make sure I do the full migration
Jose Gabriel Ortega CastroTop Rated Freelancer on MS Technologies
Awarded 2018
Distinguished Expert 2018

Commented:
Just one thing guys...
to go Exchange server 2019, you do need Windows Server 2019. so if you don't have it, just don't bother.
Coexistence mode between 2010 and 2019 doesn't exist.

1.png
I tried to do a video of doing that  (Installation of exchange 2019). and I failed big time...
So I had to do it using ws2019.
https://www.youtube.com/watch?v=EpGe6pUt6Xo

I'd recommend you to check this in detail because you just can't have a windows server 2019 and try to install exchange server 2019.
https://docs.microsoft.com/en-us/exchange/plan-and-deploy/system-requirements?view=exchserver-2019
JohnBusiness Consultant (Owner)
Most Valuable Expert 2012
Expert of the Year 2018

Commented:
to go Exchange server 2019, you do need Windows Server 2019. so if you don't have it, just don't bother

(Deleted comment on further reading)

By the way, even for 75 employees, hosted Exchange makes economic sense.
Jose Gabriel Ortega CastroTop Rated Freelancer on MS Technologies
Awarded 2018
Distinguished Expert 2018

Commented:
John I've tried to do it before... :) and I was live, so I can say for sure that is not possible to do it with 2016.
JohnBusiness Consultant (Owner)
Most Valuable Expert 2012
Expert of the Year 2018

Commented:
Yes. I deleted my comment on further reading. Sorry about that.
Jose Gabriel Ortega CastroTop Rated Freelancer on MS Technologies
Awarded 2018
Distinguished Expert 2018

Commented:
Np john!
JohnBusiness Consultant (Owner)
Most Valuable Expert 2012
Expert of the Year 2018

Commented:
@JPD153  - You can see the issues unfolding. It is getting ever harder to justify on premises Exchange. The cost of software, hardware and support gets high in a big hurry.
Rodney BarnhardtServer Administrator

Commented:
I actually think MS is trying to force smaller companies to their services. As I first mentioned, they will not even provide a license key for Exchange 2019 unless you are a volume license customer. So, even if a company wanted to keep everything on premise, and I work for a larger company that does, the software vendors are making it harder to do unless you have some size to your company.
JohnBusiness Consultant (Owner)
Most Valuable Expert 2012
Expert of the Year 2018

Commented:
You do not necessary have to use Microsoft Office 365 - there are other Hosted Exchange companies and my clients are using them. It is as much as anything a matter of economics in terms of the investment required for in-house Exchange.
Migrating to 2016 or Exchange online would be best for you
Server engineer
Commented:
If you are on exchange 2010, I think migrating to 2016 would be a best option. Exporting PST and importing it to a new mailbox in 2016 exchange is your decision. SBS exchange 2010 to 2019 no direct upgrade path. You need to migrate to 2016 first.

For Exchange 2019 read below comments.

Windows Server 2012 R2 is the minimum OS and AD for Exchange 2019, if Exchange RTMs before October 2018 when Windows 2012 R2 goes into extended support. If Exchange 2019 RTMs later, we may see the minimum requirements set to Windows Server 2016 instead.

For Windows domain 2012 R2 inplace upgrade to windows-server-2019 read below comments.

http://louistechviews.com/2018/04/10/in-place-upgrade-windows-server-2012-r2-to-windows-server-2019-preview-maybe/

For Windows domain controllers on 2016 inplace upgrade to windows-server-2019 read below comments.

https://www.starwindsoftware.com/blog/in-place-upgrade-domain-controllers-from-windows-server-2016-to-windows-server-2019

So since minimum requirement for OS and AD for exchange 2019 is Windows Server 2012 R2. I would say you will have to migrate your AD to the new Windows Server 2012 R2 first, then move all FSMO roles and feature from old existing AD and then you need to demote your 2012 domain controllers. So once you are on supported platform then you can install a new OS(Windows Server 2012 R2) on a new VM for exchange and then install exchange.


If your domain is already on Windows 2016 which is supported environment. Meaning your AD domain is in supported environment,  you can also install exchange 2019 on Windows 2019.

You can also do an inplace upgrade from windows 2016 to windows 2019.

For Windows domain controllers on 2016 inplace upgrade to windows-server-2019 read below comments.

https://www.starwindsoftware.com/blog/in-place-upgrade-domain-controllers-from-windows-server-2016-to-windows-server-2019

Author

Commented:
I think we will look at Office 365

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