Upgrade On Premise Exchange 2010 to 2016/ 2019

Jack Mulvihill
Jack Mulvihill used Ask the Experts™
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- Does anyone have the step by step for doing this upgrade?

I have done a decent amount of reading, but if anyone has a checklist/ what they did I would greatly appreciate you sharing.

Current environment- Windows 2008 R2 with Exchange 2010
Ideally I would like to go to Windows 2019 with Exchange 2019, however I know that will take a 2 step upgrade so I would at least settle to go to Server 2019 with Exchange 2016.

Thanks in advance!
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Distinguished Expert 2017

Commented:
You might want to include what you've read or what approach you are considering.
IMHO, personally against in-place upgrades. One way attempt pass/fail.

Do you already have an installed Windows server 2019 spun up?

I.e. The step by step would deal with exchange 2010 to ...
Pete LongTechnical Consultant

Commented:
Here's mine

Migration From Exchange 2010 to Exchange 2016 (& 2013)

If you find you wanted to add anything just let me know, but it's served me well so far :)

I'd go from 2010 to 2016 then to 2019



Pete
EE Solution Guide - Technical Dept Head
Most Valuable Expert 2017
Commented:
HI Jack,
As you already know You have to either upgrade to 2013 or 2016 and upgrade to 2019 please check this deployment assistant.
https://docs.microsoft.com/en-us/exchange/exchange-deployment-assistant?view=exchserver-2019.
FYI inplace upgrade is not suipported after Exchange2003.
And for doing a two step migration Pete's article would be enough.
Shutdown 2010 after migration to 2016/2013.
please check this for more detailed steps to uninstall Exchange2010 safely.
https://www.experts-exchange.com/questions/29158147/Migrating-Between-Exchange-2010-Servers.html

Please check this as well.
https://techcommunity.microsoft.com/t5/Exchange-Team-Blog/Announcing-The-Exchange-Server-2019-Sizing-Calculator/ba-p/644180

You can use these to set your VDs
https://www.experts-exchange.com/articles/29662/Exchange-2013-Fix-for-an-Invalid-certificate-and-related-issues.html
https://www.experts-exchange.com/articles/31221/Fix-for-Exchange-server-2016-certificate-and-related-issues.html

Use this to move mailboxes from one server to another.
https://www.experts-exchange.com/articles/31741/Move-mailboxes-in-bulk-or-one-by-one-to-another-database-in-Exchange-2010-2013-2016.html

Use this to generate CSR easily
https://www.experts-exchange.com/articles/28662/Easy-CSR-creation-Exchange-2007-2010-and-2013.html

Use this to have a count of mailboxes in Exchange organization,.
https://www.experts-exchange.com/articles/31850/Count-Mailboxes-in-your-Exchange-Organization.html
Seth SimmonsSr. Systems Administrator

Commented:
Does anyone have the step by step for doing this upgrade?

this is what i used when migrating 2010 to 2016 earlier this year and worked nicely

Step-by-step guide for migrating Exchange Server 2010 to 2016 – Part 1
https://www.kerneldatarecovery.com/blog/step-by-step-guide-for-migrating-exchange-server-2010-to-2016-part-1/

Author

Commented:
Pete, Seth and MAS,
I want to thank you for your time to answer my question. Each of you showed some great information. I appreciate all of the information as I begin to plan the migration. If you see a new post that says.. What the heck happened to all of my mail, answer quickly.. haha...

Seriously though thank you and have a great day!

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