It depends. Most likely yes, the HCW will be re-run if you need to turn off centralized transport or adjust the connectors. There’s some more detailed documentation on TechNet now for the various mail flow scenarios:

https://technet.microsoft.com/en-us/library/jj937232(v=exchg.150).aspx

Ok so we have scenario 1 and has been working fine for a year. We now want to move to scenario 2.

Updating the MX record is fairly straight forward but do we need to make changes to the hybrid setup wizard to tell if primary mail flow is now going to O365?

Thanks
Rick.

We setup a hybrid environment with Exchange 2010, however onpremises users cant send email to some destinations, outlook, google and majority ar ok but with few recipients i got error(O365 accounts does not have this problem):

451 4.4.0 Primary target IP address responded with: “421 bosimpinc14 bizsmtp Temporarily rejected. Reverse DNS for xxx.xx.xx.xx failed..” Attempted failover to alternate host, but that did not succeed. Either there are no alternate hosts, or delivery failed to all alternate hosts.

i am using an edge to route external onpremises mail.

My DNS configurations are:

MX> Actual record  10  @  mail.messaging.microsoft.com.  3600
SPF> Actual record  @  v=spf1 ip4:external ip mx include:spf.protection.outlook.com ~all
(external ip is mail.domain.com, my onpremises owa is, solmail.domain.com)

hope you can help me

thanks
Armando

“The email came to my outlook inbox but when I log into Office 365 web mail there is nothing there.”

What is Outlook connecting to? Your on-premises server, or a cloud mailbox?

Based on your article here we are setup similar to scenario # 3. For some reason the routing isn’t working properly. Our on-premise Exchange 2010 functions but the Office 365 test mailbox is only able to send out but not receive. I sent a test to myself internally and externally. The email came to my outlook inbox but when I log into Office 365 web mail there is nothing there. The MX record points to our Barracuda Spam filter appliance. I do have port 25 enabled inbound / outbound on our firewall to allow the block of Microsoft IP addresses. Thanks in advance for any help you could provide.

Al

EOP is licensed per user. Beyond that I can’t give you licensing advice. You should speak to your license reseller to determine the correct licensing for your situation.

If I want to use “SCENARIO 2 – MX RECORDS POINTING TO OFFICE 365” with 1000 mailboxes on-premise and 50 mailboxes in Office 365 (for VIP only for example)

Do I have to pay “only” 50 Office 365 subscription (for my 50 Office 365 mailboxes) with a mailflow cleaning done by EOP for my 1050 mailboxes or do I have to pay something else to MS ?
https://products.office.com/en-us/exchange/microsoft-exchange-online-protection-email-filter-and-anti-spam-protection-email-security-email-spam

Or does MS only apply EOP on my 50 Office 365 mailboxes and redirect to my Exchange on-premise servers the native mailflow (not cleaned) for my 1000 on-premise mailboxes ?

thx in advance

Jean

Agree with Brandon that it is ‘pretty goofy’ and, more importantly, isn’t really documented anywhere that I could find (by Microsoft or the community).