Unable to set up Outlook with local IMAP (dovecot) host on MacHow do you optimize your Outlook Exchange +...
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Unable to set up Outlook with local IMAP (dovecot) host on Mac
How do you optimize your Outlook Exchange + IMAP setup?How do I run multiple instances of Microsoft Outlook 2010, each with a specific profile?Understanding nuances of Outlook 2010 with IMAP emailMultiple identities with only one account on Outlook 2007Outlook 2010 IMAP account - send on behalfImap not receiving emails DOVECOTLocal Network Mail (IMAP) server for backup old mailsExporting Yahoo emails to Outlook 2010 won't copy folders, even with IMAPOutlook 2016 Autodiscover AD Authentication with IMAP Password PromptHow can I manually configure my IMAP and SMTP servers in Outlook 2016
I am trying to configure Outlook 365 (version 16.22.1) on Mac High Sierra (10.13.6). The Mac is a domain member on a Windows Active Directory domain. Our office has a self-hosted IMAP mail server running Dovecot. Dovecot works just fine with Thunderbird and A/D authentication kerberos/GSSAPI. I'm trying to set Outlook up to use the Dovecot/IMAP server.
In Outlook, when I click 'Add Account', then enter the email address, it defaults to "Exchange". Selecting 'Not Exchange' gives me a list of other providers (Google, iCloud, etc.) and an IMAP choice. The IMAP choice only provides for ID/PW authentication, no kerberos.
Going back to Exchange (even though the server is not Exchange), I have a choice of methods, 'User name and password', 'kerberos' or 'Client Certificate Authentication'. I select kerberos. I fills in my kerberos ID which, according to Microsoft, I assume is correct. It asks me for my server which is mail.hprs.local.
I then get a pop-up saying, "Outlook was redirected to the server mail.ohprs.org to get new settings for your account myname@ohprs.org. Do you want to allow this server to configure your settings?" This is NOT the server I want to use to configure my settings, so I answer 'Always deny', whereupon it fails with, "Unable to connect to the server.Please try again', and no account is created.
If instead I answer, 'Always Allow', it fails with the same message.
With Thunderbird I have a manual configure page where I could set in/out servers, ports, authentication mechanism and TLS, etc. I'm not getting that far with Outlook.
Is there a way to do what I want?
kerberos microsoft-outlook mac imap
asked Feb 21 at 16:20
Mark FoleyMark Foley
61
migrated from serverfault.com Feb 23 at 9:36
This question came from our site for system and network administrators.
add a comment |
I am trying to configure Outlook 365 (version 16.22.1) on Mac High Sierra (10.13.6). The Mac is a domain member on a Windows Active Directory domain. Our office has a self-hosted IMAP mail server running Dovecot. Dovecot works just fine with Thunderbird and A/D authentication kerberos/GSSAPI. I'm trying to set Outlook up to use the Dovecot/IMAP server.
In Outlook, when I click 'Add Account', then enter the email address, it defaults to "Exchange". Selecting 'Not Exchange' gives me a list of other providers (Google, iCloud, etc.) and an IMAP choice. The IMAP choice only provides for ID/PW authentication, no kerberos.
Going back to Exchange (even though the server is not Exchange), I have a choice of methods, 'User name and password', 'kerberos' or 'Client Certificate Authentication'. I select kerberos. I fills in my kerberos ID which, according to Microsoft, I assume is correct. It asks me for my server which is mail.hprs.local.
I then get a pop-up saying, "Outlook was redirected to the server mail.ohprs.org to get new settings for your account myname@ohprs.org. Do you want to allow this server to configure your settings?" This is NOT the server I want to use to configure my settings, so I answer 'Always deny', whereupon it fails with, "Unable to connect to the server.Please try again', and no account is created.
If instead I answer, 'Always Allow', it fails with the same message.
With Thunderbird I have a manual configure page where I could set in/out servers, ports, authentication mechanism and TLS, etc. I'm not getting that far with Outlook.
Is there a way to do what I want?
kerberos microsoft-outlook mac imap
asked Feb 21 at 16:20
Mark FoleyMark Foley
61
migrated from serverfault.com Feb 23 at 9:36
This question came from our site for system and network administrators.
add a comment |
I am trying to configure Outlook 365 (version 16.22.1) on Mac High Sierra (10.13.6). The Mac is a domain member on a Windows Active Directory domain. Our office has a self-hosted IMAP mail server running Dovecot. Dovecot works just fine with Thunderbird and A/D authentication kerberos/GSSAPI. I'm trying to set Outlook up to use the Dovecot/IMAP server.
In Outlook, when I click 'Add Account', then enter the email address, it defaults to "Exchange". Selecting 'Not Exchange' gives me a list of other providers (Google, iCloud, etc.) and an IMAP choice. The IMAP choice only provides for ID/PW authentication, no kerberos.
Going back to Exchange (even though the server is not Exchange), I have a choice of methods, 'User name and password', 'kerberos' or 'Client Certificate Authentication'. I select kerberos. I fills in my kerberos ID which, according to Microsoft, I assume is correct. It asks me for my server which is mail.hprs.local.
I then get a pop-up saying, "Outlook was redirected to the server mail.ohprs.org to get new settings for your account myname@ohprs.org. Do you want to allow this server to configure your settings?" This is NOT the server I want to use to configure my settings, so I answer 'Always deny', whereupon it fails with, "Unable to connect to the server.Please try again', and no account is created.
If instead I answer, 'Always Allow', it fails with the same message.
With Thunderbird I have a manual configure page where I could set in/out servers, ports, authentication mechanism and TLS, etc. I'm not getting that far with Outlook.
Is there a way to do what I want?
kerberos microsoft-outlook mac imap
asked Feb 21 at 16:20
Mark FoleyMark Foley
61
I am trying to configure Outlook 365 (version 16.22.1) on Mac High Sierra (10.13.6). The Mac is a domain member on a Windows Active Directory domain. Our office has a self-hosted IMAP mail server running Dovecot. Dovecot works just fine with Thunderbird and A/D authentication kerberos/GSSAPI. I'm trying to set Outlook up to use the Dovecot/IMAP server.
In Outlook, when I click 'Add Account', then enter the email address, it defaults to "Exchange". Selecting 'Not Exchange' gives me a list of other providers (Google, iCloud, etc.) and an IMAP choice. The IMAP choice only provides for ID/PW authentication, no kerberos.
Going back to Exchange (even though the server is not Exchange), I have a choice of methods, 'User name and password', 'kerberos' or 'Client Certificate Authentication'. I select kerberos. I fills in my kerberos ID which, according to Microsoft, I assume is correct. It asks me for my server which is mail.hprs.local.
I then get a pop-up saying, "Outlook was redirected to the server mail.ohprs.org to get new settings for your account myname@ohprs.org. Do you want to allow this server to configure your settings?" This is NOT the server I want to use to configure my settings, so I answer 'Always deny', whereupon it fails with, "Unable to connect to the server.Please try again', and no account is created.
If instead I answer, 'Always Allow', it fails with the same message.
With Thunderbird I have a manual configure page where I could set in/out servers, ports, authentication mechanism and TLS, etc. I'm not getting that far with Outlook.
Is there a way to do what I want?
kerberos microsoft-outlook mac imap
kerberos microsoft-outlook mac imap
asked Feb 21 at 16:20
Mark FoleyMark Foley
61
asked Feb 21 at 16:20
Mark FoleyMark Foley
61
asked Feb 21 at 16:20
Mark FoleyMark Foley
61
asked Feb 21 at 16:20
Mark FoleyMark Foley
61
asked Feb 21 at 16:20
Mark FoleyMark Foley
61
61
migrated from serverfault.com Feb 23 at 9:36
This question came from our site for system and network administrators.
migrated from serverfault.com Feb 23 at 9:36
This question came from our site for system and network administrators.
add a comment |
add a comment |
3 Answers
3
active
oldest
votes
According this Microsoft article, Outlook for Mac supports Kerberos protocol as a method of authentication with Microsoft Exchange Server and standalone LDAP accounts.
However, as you use Dovecot/IMAP server, I’m afraid it doesn’t support for your scenario.
With Kerberos/GSSAPI, the account would have no password. If you want to use Outlook, I think you may try to use normal IMAP protocol with Username/Password.
answered Feb 22 at 6:41
ShawShaw
661
"With Kerberos/GSSAPI, the account would have no password. " That's correct, authentication is done via Active Directory authentication. This works just fine with Thunderbird, but apparently Outlook doesn't have a way to change server, ports or security mechanism. NTLM does not work with Dovecot. So, I guess you're right, unless someone else has a suggestion. I'll have to use user/PW, which kind of sucks since this is an Active Directory domain.
– Mark Foley
Feb 22 at 18:38
add a comment |
Maybe use something like Automx to assist in autodiscover? Outlook is going to try and find configuration from somewhere, I'm not sure how it plays with Dovecot.
answered Feb 21 at 17:41
Wayne BunchWayne Bunch
11
Thanks, but I don't think that will work. Automx says, "... provide is real name, mail address and password." That's basically what Outlook is doing. The problem is that this is an intra-LAN Mail Delivery Agent and the email address domain: ohprs.org is not handled by the internal MDA, so anything Outlook (or probably automx) figures out based on the email address domain will be wrong. I need is a way to override incoming and outgoing servers, ports and security so that it looks only at the local server: mail.hprs.local, not at the public server ohprs.org. Is that possible with Outlook?
– Mark Foley
Feb 22 at 4:43
add a comment |
I'm going to consider that this is not doable. I believe I agree with Shaw in that kerberos authentication from Outlook is intended for Exchange, no other email servers exist in the Microsoft universe. Therefore, I am reverting to the IMAP ID/PW mechanism, which is rather sad since even Thunderbird is able to do Active Directory authentication via kerberos on the Mac. Oh well.
I'm considering this issue close. As I am relatively new to this forum I am not familiar with the secret handshakes involved to mark this question as closed, nor do I see anything obvious on the page itself. So, if any reader is able and willing to do so, or would like to tell me how, please do.
Thanks All!
answered 16 mins ago
Mark FoleyMark Foley
61
New contributor
Mark Foley is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.
add a comment |
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3 Answers
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3 Answers
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According this Microsoft article, Outlook for Mac supports Kerberos protocol as a method of authentication with Microsoft Exchange Server and standalone LDAP accounts.
However, as you use Dovecot/IMAP server, I’m afraid it doesn’t support for your scenario.
With Kerberos/GSSAPI, the account would have no password. If you want to use Outlook, I think you may try to use normal IMAP protocol with Username/Password.
answered Feb 22 at 6:41
ShawShaw
661
"With Kerberos/GSSAPI, the account would have no password. " That's correct, authentication is done via Active Directory authentication. This works just fine with Thunderbird, but apparently Outlook doesn't have a way to change server, ports or security mechanism. NTLM does not work with Dovecot. So, I guess you're right, unless someone else has a suggestion. I'll have to use user/PW, which kind of sucks since this is an Active Directory domain.
– Mark Foley
Feb 22 at 18:38
add a comment |
According this Microsoft article, Outlook for Mac supports Kerberos protocol as a method of authentication with Microsoft Exchange Server and standalone LDAP accounts.
However, as you use Dovecot/IMAP server, I’m afraid it doesn’t support for your scenario.
With Kerberos/GSSAPI, the account would have no password. If you want to use Outlook, I think you may try to use normal IMAP protocol with Username/Password.
answered Feb 22 at 6:41
ShawShaw
661
"With Kerberos/GSSAPI, the account would have no password. " That's correct, authentication is done via Active Directory authentication. This works just fine with Thunderbird, but apparently Outlook doesn't have a way to change server, ports or security mechanism. NTLM does not work with Dovecot. So, I guess you're right, unless someone else has a suggestion. I'll have to use user/PW, which kind of sucks since this is an Active Directory domain.
– Mark Foley
Feb 22 at 18:38
add a comment |
According this Microsoft article, Outlook for Mac supports Kerberos protocol as a method of authentication with Microsoft Exchange Server and standalone LDAP accounts.
However, as you use Dovecot/IMAP server, I’m afraid it doesn’t support for your scenario.
With Kerberos/GSSAPI, the account would have no password. If you want to use Outlook, I think you may try to use normal IMAP protocol with Username/Password.
answered Feb 22 at 6:41
ShawShaw
661
According this Microsoft article, Outlook for Mac supports Kerberos protocol as a method of authentication with Microsoft Exchange Server and standalone LDAP accounts.
However, as you use Dovecot/IMAP server, I’m afraid it doesn’t support for your scenario.
With Kerberos/GSSAPI, the account would have no password. If you want to use Outlook, I think you may try to use normal IMAP protocol with Username/Password.
answered Feb 22 at 6:41
ShawShaw
661
answered Feb 22 at 6:41
ShawShaw
661
answered Feb 22 at 6:41
ShawShaw
661
answered Feb 22 at 6:41
ShawShaw
661
661
"With Kerberos/GSSAPI, the account would have no password. " That's correct, authentication is done via Active Directory authentication. This works just fine with Thunderbird, but apparently Outlook doesn't have a way to change server, ports or security mechanism. NTLM does not work with Dovecot. So, I guess you're right, unless someone else has a suggestion. I'll have to use user/PW, which kind of sucks since this is an Active Directory domain.
– Mark Foley
Feb 22 at 18:38
add a comment |
"With Kerberos/GSSAPI, the account would have no password. " That's correct, authentication is done via Active Directory authentication. This works just fine with Thunderbird, but apparently Outlook doesn't have a way to change server, ports or security mechanism. NTLM does not work with Dovecot. So, I guess you're right, unless someone else has a suggestion. I'll have to use user/PW, which kind of sucks since this is an Active Directory domain.
– Mark Foley
Feb 22 at 18:38
"With Kerberos/GSSAPI, the account would have no password. " That's correct, authentication is done via Active Directory authentication. This works just fine with Thunderbird, but apparently Outlook doesn't have a way to change server, ports or security mechanism. NTLM does not work with Dovecot. So, I guess you're right, unless someone else has a suggestion. I'll have to use user/PW, which kind of sucks since this is an Active Directory domain.
– Mark Foley
Feb 22 at 18:38
"With Kerberos/GSSAPI, the account would have no password. " That's correct, authentication is done via Active Directory authentication. This works just fine with Thunderbird, but apparently Outlook doesn't have a way to change server, ports or security mechanism. NTLM does not work with Dovecot. So, I guess you're right, unless someone else has a suggestion. I'll have to use user/PW, which kind of sucks since this is an Active Directory domain.
– Mark Foley
Feb 22 at 18:38
add a comment |
Maybe use something like Automx to assist in autodiscover? Outlook is going to try and find configuration from somewhere, I'm not sure how it plays with Dovecot.
answered Feb 21 at 17:41
Wayne BunchWayne Bunch
11
Thanks, but I don't think that will work. Automx says, "... provide is real name, mail address and password." That's basically what Outlook is doing. The problem is that this is an intra-LAN Mail Delivery Agent and the email address domain: ohprs.org is not handled by the internal MDA, so anything Outlook (or probably automx) figures out based on the email address domain will be wrong. I need is a way to override incoming and outgoing servers, ports and security so that it looks only at the local server: mail.hprs.local, not at the public server ohprs.org. Is that possible with Outlook?
– Mark Foley
Feb 22 at 4:43
add a comment |
Maybe use something like Automx to assist in autodiscover? Outlook is going to try and find configuration from somewhere, I'm not sure how it plays with Dovecot.
answered Feb 21 at 17:41
Wayne BunchWayne Bunch
11
Thanks, but I don't think that will work. Automx says, "... provide is real name, mail address and password." That's basically what Outlook is doing. The problem is that this is an intra-LAN Mail Delivery Agent and the email address domain: ohprs.org is not handled by the internal MDA, so anything Outlook (or probably automx) figures out based on the email address domain will be wrong. I need is a way to override incoming and outgoing servers, ports and security so that it looks only at the local server: mail.hprs.local, not at the public server ohprs.org. Is that possible with Outlook?
– Mark Foley
Feb 22 at 4:43
add a comment |
Maybe use something like Automx to assist in autodiscover? Outlook is going to try and find configuration from somewhere, I'm not sure how it plays with Dovecot.
answered Feb 21 at 17:41
Wayne BunchWayne Bunch
11
Maybe use something like Automx to assist in autodiscover? Outlook is going to try and find configuration from somewhere, I'm not sure how it plays with Dovecot.
answered Feb 21 at 17:41
Wayne BunchWayne Bunch
11
answered Feb 21 at 17:41
Wayne BunchWayne Bunch
11
answered Feb 21 at 17:41
Wayne BunchWayne Bunch
11
answered Feb 21 at 17:41
Wayne BunchWayne Bunch
11
11
Thanks, but I don't think that will work. Automx says, "... provide is real name, mail address and password." That's basically what Outlook is doing. The problem is that this is an intra-LAN Mail Delivery Agent and the email address domain: ohprs.org is not handled by the internal MDA, so anything Outlook (or probably automx) figures out based on the email address domain will be wrong. I need is a way to override incoming and outgoing servers, ports and security so that it looks only at the local server: mail.hprs.local, not at the public server ohprs.org. Is that possible with Outlook?
– Mark Foley
Feb 22 at 4:43
add a comment |
Thanks, but I don't think that will work. Automx says, "... provide is real name, mail address and password." That's basically what Outlook is doing. The problem is that this is an intra-LAN Mail Delivery Agent and the email address domain: ohprs.org is not handled by the internal MDA, so anything Outlook (or probably automx) figures out based on the email address domain will be wrong. I need is a way to override incoming and outgoing servers, ports and security so that it looks only at the local server: mail.hprs.local, not at the public server ohprs.org. Is that possible with Outlook?
– Mark Foley
Feb 22 at 4:43
Thanks, but I don't think that will work. Automx says, "... provide is real name, mail address and password." That's basically what Outlook is doing. The problem is that this is an intra-LAN Mail Delivery Agent and the email address domain: ohprs.org is not handled by the internal MDA, so anything Outlook (or probably automx) figures out based on the email address domain will be wrong. I need is a way to override incoming and outgoing servers, ports and security so that it looks only at the local server: mail.hprs.local, not at the public server ohprs.org. Is that possible with Outlook?
– Mark Foley
Feb 22 at 4:43
Thanks, but I don't think that will work. Automx says, "... provide is real name, mail address and password." That's basically what Outlook is doing. The problem is that this is an intra-LAN Mail Delivery Agent and the email address domain: ohprs.org is not handled by the internal MDA, so anything Outlook (or probably automx) figures out based on the email address domain will be wrong. I need is a way to override incoming and outgoing servers, ports and security so that it looks only at the local server: mail.hprs.local, not at the public server ohprs.org. Is that possible with Outlook?
– Mark Foley
Feb 22 at 4:43
add a comment |
I'm going to consider that this is not doable. I believe I agree with Shaw in that kerberos authentication from Outlook is intended for Exchange, no other email servers exist in the Microsoft universe. Therefore, I am reverting to the IMAP ID/PW mechanism, which is rather sad since even Thunderbird is able to do Active Directory authentication via kerberos on the Mac. Oh well.
I'm considering this issue close. As I am relatively new to this forum I am not familiar with the secret handshakes involved to mark this question as closed, nor do I see anything obvious on the page itself. So, if any reader is able and willing to do so, or would like to tell me how, please do.
Thanks All!
answered 16 mins ago
Mark FoleyMark Foley
61
New contributor
Mark Foley is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.
add a comment |
I'm going to consider that this is not doable. I believe I agree with Shaw in that kerberos authentication from Outlook is intended for Exchange, no other email servers exist in the Microsoft universe. Therefore, I am reverting to the IMAP ID/PW mechanism, which is rather sad since even Thunderbird is able to do Active Directory authentication via kerberos on the Mac. Oh well.
I'm considering this issue close. As I am relatively new to this forum I am not familiar with the secret handshakes involved to mark this question as closed, nor do I see anything obvious on the page itself. So, if any reader is able and willing to do so, or would like to tell me how, please do.
Thanks All!
answered 16 mins ago
Mark FoleyMark Foley
61
New contributor
Mark Foley is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.
add a comment |
I'm going to consider that this is not doable. I believe I agree with Shaw in that kerberos authentication from Outlook is intended for Exchange, no other email servers exist in the Microsoft universe. Therefore, I am reverting to the IMAP ID/PW mechanism, which is rather sad since even Thunderbird is able to do Active Directory authentication via kerberos on the Mac. Oh well.
I'm considering this issue close. As I am relatively new to this forum I am not familiar with the secret handshakes involved to mark this question as closed, nor do I see anything obvious on the page itself. So, if any reader is able and willing to do so, or would like to tell me how, please do.
Thanks All!
answered 16 mins ago
Mark FoleyMark Foley
61
New contributor
Mark Foley is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.
I'm going to consider that this is not doable. I believe I agree with Shaw in that kerberos authentication from Outlook is intended for Exchange, no other email servers exist in the Microsoft universe. Therefore, I am reverting to the IMAP ID/PW mechanism, which is rather sad since even Thunderbird is able to do Active Directory authentication via kerberos on the Mac. Oh well.
I'm considering this issue close. As I am relatively new to this forum I am not familiar with the secret handshakes involved to mark this question as closed, nor do I see anything obvious on the page itself. So, if any reader is able and willing to do so, or would like to tell me how, please do.
Thanks All!
answered 16 mins ago
Mark FoleyMark Foley
61
New contributor
Mark Foley is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.
answered 16 mins ago
Mark FoleyMark Foley
61
New contributor
Mark Foley is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.
answered 16 mins ago
Mark FoleyMark Foley
61
answered 16 mins ago
Mark FoleyMark Foley
61
61
New contributor
Mark Foley is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.
New contributor
Mark Foley is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.
Mark Foley is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.
add a comment |
add a comment |
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