Spent some time today and worked through the problems, so in case this helps 
save anyone time in the future:

Testing organization relationships failed on both Exchange servers stating they 
couldn’t resolve “autodiscover.domain.org”. Both sites use split DNS and 
because we setup domain trusts, DNS was resolving to the stub zones for both 
domains (internally). The SRV record I created previously was only on the 
external-facing DNS side. I added the SRV record on the internal DNS servers of 
both domains and everything is working as expected. Hope this helps.

Thanks,
Geoff

From: Orlebeck, Geoffrey
Sent: Wednesday, July 23, 2014 11:36 AM
To: '[email protected]'
Subject: RE: [Exchange] Exchange 2010 Federation

That sounded confusing, I meant to say “With the guide you shared, I have 
already been able to setup federation trusts between two domains”.

Thanks,
Geoff

From: [email protected]<mailto:[email protected]> 
[mailto:[email protected]] On Behalf Of Orlebeck, Geoffrey
Sent: Wednesday, July 23, 2014 11:14 AM
To: '[email protected]'
Subject: RE: [Exchange] Exchange 2010 Federation

As a follow up, I was already able to setup federation trusts between two 
domains already. The only caveat is I had to manually specify the Application 
URI and the Autodiscover URL path.

All four sites leverage TMG 2010 to publish OWA/ActiveSync. I had to add an 
Autodiscover rule and Microsoft’s Exchange Test Connectivity completes 
successfully for Outlook Autodiscover, but even after reporting success on 
Microsoft’s Remote Connectivity Analyzer, trying to establish the Organization 
Relationship automatically still fails.

If this is a one-and-done type setup, I suppose it’s not that big of a deal, 
but I also would think if Autodiscover works…then this should work, too. 
Perhaps my lack of experience is missing something?

Thanks,
Geoff

From: [email protected]<mailto:[email protected]> 
[mailto:[email protected]] On Behalf Of Candee
Sent: Wednesday, July 23, 2014 9:54 AM
To: [email protected]<mailto:[email protected]>
Subject: Re: [Exchange] Exchange 2010 Federation

always welcome.
good luck!

On Wed, Jul 23, 2014 at 11:06 AM, Orlebeck, Geoffrey 
<[email protected]<mailto:[email protected]>> wrote:
This guide is much clearer than the others I had come across. Thank you for 
sharing!

Geoff

From: [email protected]<mailto:[email protected]> 
[mailto:[email protected]<mailto:[email protected]>] 
On Behalf Of Candee
Sent: Wednesday, July 23, 2014 4:48 AM
To: [email protected]<mailto:[email protected]>
Subject: Re: [Exchange] Exchange 2010 Federation

Here's the guide I used:
http://www.expta.com/2011/07/how-to-configure-exchange-2010-sp1.html
Candee

On Wed, Jul 23, 2014 at 7:44 AM, Candee 
<[email protected]<mailto:[email protected]>> wrote:
Federation trust is absolutely the way to go. It's pretty easy to set up.
you set up the Microsoft Federation trust; and then you add your sister 
companies as organization relationships.
It has to be set up in both domains, and then (usually) it just works.

On Tue, Jul 22, 2014 at 4:39 PM, Orlebeck, Geoffrey 
<[email protected]<mailto:[email protected]>> wrote:
Hello group!

We have a couple sister companies with their own AD/Exchange environments that 
we manage. It’s come to a point where the main campus and the sister companies 
want to share calendar information for scheduling meetings/resources between 
their domains.

This will be my first time setting up Exchange calendar sharing between 
external entities. We have trusts between each of the domains, but it appears 
Exchange 2010 doesn’t even require AD trusts, rather it leverages Exchange 
Federation Trusts. However, looking online I’m getting confused by the 
terminology and the “Microsoft Federation Gateway” component. The TechNet 
articles didn’t clear up the matter for me, and different guides I’ve come 
across make it sound like MFG is required, but that it’s an online service 
provided by Microsoft. That doesn’t seem accurate to me that we should have to 
go through MS to setup this type of trust. But I don’t know and could be wrong. 
Is there a guide someone can point me to for setting up calendar free/busy 
information for two on-premise Exchange 2010 SP3 servers? Is Federation Trusts 
the go-to method or am I missing the boat entirely on other options for sharing 
free/busy calendar information across domains?

Thank you for your time.

-Geoff
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