Exchange 2013 OWA External Timing Out

Original Configuration:
Two External IPs (.1,.2)

DNS -> .1 -> .2 -> .2

Network Security Appliance
Both IPs come through one WAN port
.2 is the primary
.1 is an alias

Firewall Port Forwarding
.2 (HTTPS, SMTP,POP3,) -> Server 2008 with Exchange 2007
.1 (HTTPS, SMTP, POP3, POP3_995, SMTP_687, HTTP, IMAP_993, IMAP_143) -> Server 2012 R2 with Exchange 2013
MX Records are pointing to -> Server 2012R2 with Exchange 2013

The servers are operating in co-existence.   The mailboxes, public folders, etc. are all on the Exchange 2013 server.
OWA to the Exchange 2013 is working.  
ActiveSync to the Exchange 2013 is working.

=== Server 2008 with Exchange died ===

I made the following changes.
Changed mail from pointing to .1 to pointing to .2
Removed the port forwarding (HTTPS, POP3, SMTP) to .2 (Exchange 2007)
Deleted the .1 alias in the firewall
Changed the port forwarding for Exchange 2013 (HTTPS, SMTP, POP3, POP3_995, SMTP_687, HTTP, IMAP_993, IMAP_143) to now respond to .2

POP3 works with Internal Outlook Clients
OWA works internally
ActiveSync works internally

What does not work...
External OWA
External ActiveSync

I tested with the domain name as well as the IP.

HTTP does work.  It provides the correct 404 page.

What I get when I access OWA Externally using

The Outlook Web App screen displays
Still working on it ...
Site can't be reached.

Everything works inside but not outside.   Any ideas?
Stephen HopkinsLead Cybersecurity EngineerAsked:
Who is Participating?
I wear a lot of hats...

"The solutions and answers provided on Experts Exchange have been extremely helpful to me over the last few years. I wear a lot of hats - Developer, Database Administrator, Help Desk, etc., so I know a lot of things but not a lot about one thing. Experts Exchange gives me answers from people who do know a lot about one thing, in a easy to use platform." -Todd S.

timgreen7077Exchange EngineerCommented:
is the external IP address for pointing to your exchange 2013 server. make sure your external autodiscover record and host name record is pointing to the correct IP for your exchange server.
Stephen HopkinsLead Cybersecurity EngineerAuthor Commented:
The external DNS at Network Solutions has

pointing to the external static IP address.   The external IP address is programmed into the network security appliance/router.  The network security appliance/firewall port forwards the HTTPS, SMTP, POP3, POP3_995, SMTP_687, HTTP, IMAP_993, IMAP_143 protocols to the Exchange Server internal IP address.
timgreen7077Exchange EngineerCommented:
When it hits the Net appliance Is it forwarding to the 2013 CAS internal address?

Experts Exchange Solution brought to you by

Your issues matter to us.

Facing a tech roadblock? Get the help and guidance you need from experienced professionals who care. Ask your question anytime, anywhere, with no hassle.

Start your 7-day free trial
Determine the Perfect Price for Your IT Services

Do you wonder if your IT business is truly profitable or if you should raise your prices? Learn how to calculate your overhead burden with our free interactive tool and use it to determine the right price for your IT services. Download your free eBook now!

Stephen HopkinsLead Cybersecurity EngineerAuthor Commented:
Yes, the following are forwarded to the CAS -> HTTPS, SMTP, POP3, POP3_995, SMTP_687, HTTP, IMAP_993, IMAP_143
timgreen7077Exchange EngineerCommented:
Test using the Remote Connectivity Analyzer and review results.
Stephen HopkinsLead Cybersecurity EngineerAuthor Commented:
After working with network security appliance vendor, I was able to confirm that the programming in the gateway firewall is correct.   I found out that although programmed correctly, the firewall was not operating as such.  I programmed a new firewall device while I let the current one sit powered down.  I powered up the current firewall one more time.  It worked!   I think the memory must have not taken the programming originally and a cold boot with a delayed recycle solved the issue.
It's more than this solution.Get answers and train to solve all your tech problems - anytime, anywhere.Try it for free Edge Out The Competitionfor your dream job with proven skills and certifications.Get started today Stand Outas the employee with proven skills.Start learning today for free Move Your Career Forwardwith certification training in the latest technologies.Start your trial today

From novice to tech pro — start learning today.