Outlook is not connecting through Workgroup Machine over internet using Outlook Anywhere

users can connect successfully using outlook anywhere over internet if machine are on domain, well problem with workgroup machine that are not connecting over the internet as outlook keep prompting password well i have configured outlook Anywhere with
default negotiate authentication as well as ssl offloading is checked and using same name for internal and external urls. also have valid 3rd party certificate configured on server.
Talha Faraz Malik

Hi,
Step 1 :In addition to that , please use remote connectivity analyzer to check outlook anywhere in internet .
From that we came to know the exact error .
Step 2: Most of the organisations are having an ISA or TMG firewall to create web published rules for exchange services .In case if you have you need to check the rule created for outlook anywhere is properly configured or not.
If you have such kind of firewall's ,You can test the OA rule by using the option test rule in ISA or TMG firewall .
Most probably you can able to find out the exact cause with the help of EXRCA.
Please reply me if you have any queries.
Regards
S.Nithyanandham

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