Outlook is asking for password

Outlook is keep prompting for a password.
LVL 23
Stelian StanNetwork AdministratorAsked:
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.

Adam FarageEnterprise ArchCommented:
What version of Exchange?  If you close Outlook and run the following what is the connection type into Exchange?

outlook.exe /rpcdiag

Open in new window


Cheers!
0
David Paris VicenteSystems and Comunications  Administrator Commented:
Try changing the profile first.

open control panel/mail/select the profile and click properties

select the mailbox and click the change button.

when inside the profile you will see tabs at top for connection and security.

Please make sure you have selected negotiate authentication, and have unchecked

the box that states Always prompt for login credentials....

then check if you are using http to connect with exchange, if so uncheck this and apply the changes. Close outlook if open and re-open outlook.

If this doesn't help you have check the authentication settings in your exchange server, OWA, Outlook Anywhere.

Let me know if this helps...
0
Stelian StanNetwork AdministratorAuthor Commented:
Thank you guys for quick response.
David
Is not the profile because this happens even on a new computer / user / Outlook profile.
Adam
I will try that tomorrow morning and let you know.
0
Ultimate Tool Kit for Technology Solution Provider

Broken down into practical pointers and step-by-step instructions, the IT Service Excellence Tool Kit delivers expert advice for technology solution providers. Get your free copy now.

Adam FarageEnterprise ArchCommented:
Stelian,

If its Exchange 2007-2013, I probably know the answer.. but before I write a paragraph on it I would rather like to confirm the connectivity method that Outlook is using (screen shot the /rpcdiag for me once Outlook is fully opened), the version of Outlook along with the exact version of Exchange.

Thanks bud!

**edit**

Spoiler alert: it is most likely the Outlook profile will show in the /rpcdiag that they are connecting over HTTP (or HTTPS), which is Outlook Anywhere. In Exchange 2007 / 2010 (they finally fixed this mess in 2013) Outlook Anywhere (RPC / HTTPS) default's authentication is basic. If you change the IISAuthenticationMechanism to NTLM for Outlook Anywhere, Autodiscover will update the clients and utilize the existing kerberos tokens on the client machines (e.g: basic cannot utilize the existing kerberos token on the machine from a domain joined client, thus the reason you are being prompted for a password).

I will give you more directions if we can reproduce the issue, and confirm that this is the cause.
0
Stelian StanNetwork AdministratorAuthor Commented:
outlook
Hi Adam,

Attached you have a screenshot of "outlook.exe /rpcdiag".
0
Adam FarageEnterprise ArchCommented:
Did it ask for the password initially?
0
Mohammed Yusuf PanjriTechnical Consultant - Microsoft ExchangeCommented:
Check if the outlook prompts in Online Mode and Cached Mode, if the Outlook is prompting only in cached mode then it could be OAB issue, if Outlook is prompting for password in both mode than check the IIS authentication set as per article  http://technet.microsoft.com/en-us/library/gg263433(v=exchg.80).aspx
0
Adam FarageEnterprise ArchCommented:
What version of Exchange is this? 2007?
0
Mohammed Yusuf PanjriTechnical Consultant - Microsoft ExchangeCommented:
Hi Adam,

if you check the Screen Shot Shared...The version is showing there.... :)
0
Adam FarageEnterprise ArchCommented:
Ah, there it is!

So back to the OP, I would check to make sure the permissions within IIS are set properly. Go ahead and check that out, as you are using MAPI.NET (RPC/TCP = TCP/MAPI for this test) and not RPC/HTTPS (it would have shown as HTTPS). If a virtual directory has the incorrect permissions, this would cause this error in a heartbeat, since it would need to authenticate to obtain access to it :)
0
Stelian StanNetwork AdministratorAuthor Commented:
Sorry guys for late response, so:

Did it ask for the password initially?
- YES it ask for password right after I create a new profile.

Mohammed - it only prompts for password on cached mode. I will check that article later today.

Adam - i will check IIS permissions according to the article provided by Mohammed and will let you guys know the result.
0
Stelian StanNetwork AdministratorAuthor Commented:
Found the issue eventually. It was a certificate mismatch.  Replaced the certificate and now life is good.

Thank you guys for all your help.
0

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
Stelian StanNetwork AdministratorAuthor Commented:
Found the solution myself .
0
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
Exchange

From novice to tech pro — start learning today.

Question has a verified solution.

Are you are experiencing a similar issue? Get a personalized answer when you ask a related question.

Have a better answer? Share it in a comment.