Exchange Online Migration: Single Tenant with Multiple Exchange Endpoints
Planning out a migration for 3 separate Exchange Servers/AD forests with no AD trusts configured; there is site-to-site connectivity by way of IPSec tunnels.
These three mail servers share an email domain by way of Internal Relays (configured for MX lookup, which points to a central ISP-owned Linux mail server with forwarding aliases setup for each recipient's respective Exchange Server).
My question is, can you setup multiple Exchange endpoints for a single Exchange Online tenant? Hybrid Full/Minimal or Cutover? Are there 3rd-party solutions that can do this if not?
microsoft-office-365 exchange-migration
asked 4 hours ago
gravyfacegravyface
12.3k145494
add a comment |
Planning out a migration for 3 separate Exchange Servers/AD forests with no AD trusts configured; there is site-to-site connectivity by way of IPSec tunnels.
These three mail servers share an email domain by way of Internal Relays (configured for MX lookup, which points to a central ISP-owned Linux mail server with forwarding aliases setup for each recipient's respective Exchange Server).
My question is, can you setup multiple Exchange endpoints for a single Exchange Online tenant? Hybrid Full/Minimal or Cutover? Are there 3rd-party solutions that can do this if not?
microsoft-office-365 exchange-migration
asked 4 hours ago
gravyfacegravyface
12.3k145494
add a comment |
Planning out a migration for 3 separate Exchange Servers/AD forests with no AD trusts configured; there is site-to-site connectivity by way of IPSec tunnels.
These three mail servers share an email domain by way of Internal Relays (configured for MX lookup, which points to a central ISP-owned Linux mail server with forwarding aliases setup for each recipient's respective Exchange Server).
My question is, can you setup multiple Exchange endpoints for a single Exchange Online tenant? Hybrid Full/Minimal or Cutover? Are there 3rd-party solutions that can do this if not?
microsoft-office-365 exchange-migration
asked 4 hours ago
gravyfacegravyface
12.3k145494
Planning out a migration for 3 separate Exchange Servers/AD forests with no AD trusts configured; there is site-to-site connectivity by way of IPSec tunnels.
These three mail servers share an email domain by way of Internal Relays (configured for MX lookup, which points to a central ISP-owned Linux mail server with forwarding aliases setup for each recipient's respective Exchange Server).
My question is, can you setup multiple Exchange endpoints for a single Exchange Online tenant? Hybrid Full/Minimal or Cutover? Are there 3rd-party solutions that can do this if not?
microsoft-office-365 exchange-migration
microsoft-office-365 exchange-migration
asked 4 hours ago
gravyfacegravyface
12.3k145494
asked 4 hours ago
gravyfacegravyface
12.3k145494
asked 4 hours ago
gravyfacegravyface
12.3k145494
asked 4 hours ago
gravyfacegravyface
12.3k145494
asked 4 hours ago
gravyfacegravyface
12.3k145494
12.3k145494
add a comment |
add a comment |
1 Answer
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This is possible in general, although quite tricky to get right; here's the only offical documentation I was able to find: https://docs.microsoft.com/en-us/previous-versions/exchange-server/exchange-150/jj873754(v=exchg.150). It refers to Exchange 2013 and it's marked as "no longer updated content", but it should still be valid.
Here is another unofficial but more recent article:
https://practical365.com/blog/exchange-multi-forest-hybrid-tips-and-tricks/
However, you are using the same SMTP domain in all forests, and this adds a whole lot of issues, not only for mail routing (which probably can still be made to work) but mainly for the Autodiscover service, which can't possibly work for all your users in this scenario, since every Exchange forest doesn't know about users in the other ones; and without a properly working Autodiscover service, lots of things are going to break.
My suggestion would be to perform three cutover migrations in sequence; setting up and running a three-forests hybrid environment where all forests share the same SMTP domain is going to be painful, if it works at all.
answered 3 hours ago
MassimoMassimo
52.9k44165280
Was thinking the same thing: logistically, being in 3 places at once, would be near impossible anyways. There will be a net new AD forest setup centrally, which is what we will be running DirSync on for password synchronization, but getting all those profiles flipped over is going to be a helluva lot of boot prints...
– gravyface
2 hours ago
Yes, migrating everything to a single forest and then going to hybrid is the cleanest solution; I didn't mention it only because I was assuming you didn't want to add another forest to this mess :) But if you have enough time and resources, it's better indeed.
– Massimo
1 hour ago
add a comment |
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1 Answer
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This is possible in general, although quite tricky to get right; here's the only offical documentation I was able to find: https://docs.microsoft.com/en-us/previous-versions/exchange-server/exchange-150/jj873754(v=exchg.150). It refers to Exchange 2013 and it's marked as "no longer updated content", but it should still be valid.
Here is another unofficial but more recent article:
https://practical365.com/blog/exchange-multi-forest-hybrid-tips-and-tricks/
However, you are using the same SMTP domain in all forests, and this adds a whole lot of issues, not only for mail routing (which probably can still be made to work) but mainly for the Autodiscover service, which can't possibly work for all your users in this scenario, since every Exchange forest doesn't know about users in the other ones; and without a properly working Autodiscover service, lots of things are going to break.
My suggestion would be to perform three cutover migrations in sequence; setting up and running a three-forests hybrid environment where all forests share the same SMTP domain is going to be painful, if it works at all.
answered 3 hours ago
MassimoMassimo
52.9k44165280
Was thinking the same thing: logistically, being in 3 places at once, would be near impossible anyways. There will be a net new AD forest setup centrally, which is what we will be running DirSync on for password synchronization, but getting all those profiles flipped over is going to be a helluva lot of boot prints...
– gravyface
2 hours ago
Yes, migrating everything to a single forest and then going to hybrid is the cleanest solution; I didn't mention it only because I was assuming you didn't want to add another forest to this mess :) But if you have enough time and resources, it's better indeed.
– Massimo
1 hour ago
add a comment |
This is possible in general, although quite tricky to get right; here's the only offical documentation I was able to find: https://docs.microsoft.com/en-us/previous-versions/exchange-server/exchange-150/jj873754(v=exchg.150). It refers to Exchange 2013 and it's marked as "no longer updated content", but it should still be valid.
Here is another unofficial but more recent article:
https://practical365.com/blog/exchange-multi-forest-hybrid-tips-and-tricks/
However, you are using the same SMTP domain in all forests, and this adds a whole lot of issues, not only for mail routing (which probably can still be made to work) but mainly for the Autodiscover service, which can't possibly work for all your users in this scenario, since every Exchange forest doesn't know about users in the other ones; and without a properly working Autodiscover service, lots of things are going to break.
My suggestion would be to perform three cutover migrations in sequence; setting up and running a three-forests hybrid environment where all forests share the same SMTP domain is going to be painful, if it works at all.
answered 3 hours ago
MassimoMassimo
52.9k44165280
Was thinking the same thing: logistically, being in 3 places at once, would be near impossible anyways. There will be a net new AD forest setup centrally, which is what we will be running DirSync on for password synchronization, but getting all those profiles flipped over is going to be a helluva lot of boot prints...
– gravyface
2 hours ago
Yes, migrating everything to a single forest and then going to hybrid is the cleanest solution; I didn't mention it only because I was assuming you didn't want to add another forest to this mess :) But if you have enough time and resources, it's better indeed.
– Massimo
1 hour ago
add a comment |
This is possible in general, although quite tricky to get right; here's the only offical documentation I was able to find: https://docs.microsoft.com/en-us/previous-versions/exchange-server/exchange-150/jj873754(v=exchg.150). It refers to Exchange 2013 and it's marked as "no longer updated content", but it should still be valid.
Here is another unofficial but more recent article:
https://practical365.com/blog/exchange-multi-forest-hybrid-tips-and-tricks/
However, you are using the same SMTP domain in all forests, and this adds a whole lot of issues, not only for mail routing (which probably can still be made to work) but mainly for the Autodiscover service, which can't possibly work for all your users in this scenario, since every Exchange forest doesn't know about users in the other ones; and without a properly working Autodiscover service, lots of things are going to break.
My suggestion would be to perform three cutover migrations in sequence; setting up and running a three-forests hybrid environment where all forests share the same SMTP domain is going to be painful, if it works at all.
answered 3 hours ago
MassimoMassimo
52.9k44165280
This is possible in general, although quite tricky to get right; here's the only offical documentation I was able to find: https://docs.microsoft.com/en-us/previous-versions/exchange-server/exchange-150/jj873754(v=exchg.150). It refers to Exchange 2013 and it's marked as "no longer updated content", but it should still be valid.
Here is another unofficial but more recent article:
https://practical365.com/blog/exchange-multi-forest-hybrid-tips-and-tricks/
However, you are using the same SMTP domain in all forests, and this adds a whole lot of issues, not only for mail routing (which probably can still be made to work) but mainly for the Autodiscover service, which can't possibly work for all your users in this scenario, since every Exchange forest doesn't know about users in the other ones; and without a properly working Autodiscover service, lots of things are going to break.
My suggestion would be to perform three cutover migrations in sequence; setting up and running a three-forests hybrid environment where all forests share the same SMTP domain is going to be painful, if it works at all.
answered 3 hours ago
MassimoMassimo
52.9k44165280
edited 1 hour ago
answered 3 hours ago
MassimoMassimo
52.9k44165280
answered 3 hours ago
MassimoMassimo
52.9k44165280
answered 3 hours ago
MassimoMassimo
52.9k44165280
52.9k44165280
Was thinking the same thing: logistically, being in 3 places at once, would be near impossible anyways. There will be a net new AD forest setup centrally, which is what we will be running DirSync on for password synchronization, but getting all those profiles flipped over is going to be a helluva lot of boot prints...
– gravyface
2 hours ago
Yes, migrating everything to a single forest and then going to hybrid is the cleanest solution; I didn't mention it only because I was assuming you didn't want to add another forest to this mess :) But if you have enough time and resources, it's better indeed.
– Massimo
1 hour ago
add a comment |
Was thinking the same thing: logistically, being in 3 places at once, would be near impossible anyways. There will be a net new AD forest setup centrally, which is what we will be running DirSync on for password synchronization, but getting all those profiles flipped over is going to be a helluva lot of boot prints...
– gravyface
2 hours ago
Yes, migrating everything to a single forest and then going to hybrid is the cleanest solution; I didn't mention it only because I was assuming you didn't want to add another forest to this mess :) But if you have enough time and resources, it's better indeed.
– Massimo
1 hour ago
Was thinking the same thing: logistically, being in 3 places at once, would be near impossible anyways. There will be a net new AD forest setup centrally, which is what we will be running DirSync on for password synchronization, but getting all those profiles flipped over is going to be a helluva lot of boot prints...
– gravyface
2 hours ago
Was thinking the same thing: logistically, being in 3 places at once, would be near impossible anyways. There will be a net new AD forest setup centrally, which is what we will be running DirSync on for password synchronization, but getting all those profiles flipped over is going to be a helluva lot of boot prints...
– gravyface
2 hours ago
Yes, migrating everything to a single forest and then going to hybrid is the cleanest solution; I didn't mention it only because I was assuming you didn't want to add another forest to this mess :) But if you have enough time and resources, it's better indeed.
– Massimo
1 hour ago
Yes, migrating everything to a single forest and then going to hybrid is the cleanest solution; I didn't mention it only because I was assuming you didn't want to add another forest to this mess :) But if you have enough time and resources, it's better indeed.
– Massimo
1 hour ago
add a comment |
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