Of course, I was over thinking this.
I added pinpoint DNS records that matched our external URLS and pointed
them to the internal IPs.
Piece of cake.
Thanks everyone.

On Mon, Jun 22, 2015 at 1:43 PM, Doug Barrett <[email protected]>
wrote:

>  This is interesting.  Please clarify, so if the internal Exchange
> hostname (Exchange 2010) is referenced as *mail.domain.local*, and we
> install a 3rd party cert on the server for the external hostname 
> *extmail.domain.com
> <http://extmail.domain.com>*, again assuming both names are pointing to
> the same server, Outlook would know this and not have issues?   Or am I
> reading that incorrectly?
>
>
>
> *From:* [email protected] [mailto:
> [email protected]] *On Behalf Of *Michael B. Smith
> *Sent:* Monday, June 22, 2015 12:18 PM
> *To:* [email protected]
> *Subject:* RE: [Exchange] Fwd: Internal / external certs
>
>
>
> Whoa. Hold on.
>
>
>
> Outlook “knows” when it is connecting to an internal address via an
> external address. For internal addresses, Outlook will use a self-signed
> cert. It’s only external connections that need a third-party cert.
>
>
>
> That being said, I prefer split-brain DNS.
>
>
>
> *From:* [email protected] [
> mailto:[email protected] <[email protected]>] *On
> Behalf Of *Steve Ens
> *Sent:* Monday, June 22, 2015 1:11 PM
> *To:* Micheal Espinola Jr
> *Subject:* RE: [Exchange] Fwd: Internal / external certs
>
>
>
> Plus one.
>
> On Jun 22, 2015 11:40 AM, "Richard Stovall (RDI)" <
> [email protected]> wrote:
>
> Split brain DNS, as much as Ben hates it, may be your answer here.
>
>
>
> *From:* [email protected] [mailto:
> [email protected]] *On Behalf Of *Candee
> *Sent:* Monday, June 22, 2015 12:21 PM
> *To:* [email protected]
> *Subject:* [Exchange] Fwd: Internal / external certs
>
>
>
> Hi everyone.
>
> I am updating our Exchange certificates, and we can no longer use our
> internal .local.
>
> There are no plans to change our AD; so I'm trying to find the best way to
> do this.
>
>
>
> If I just point our internal EWS, etc, to the external URL, is that going
> to work?
>
> I found a few posts that say yes; but a few that say that Outlook Anywhere
> will stop working.
>
>
>
> Anyone have any experience with this one?
>
> Hints?
>
>
>
> Thanks!!
>
> Candee
>
>
>

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