After configuring SSL, cannot run Report Manager but ReportServer works fine

Question

I'm using SSRS 2014 as part of SQL Server 2014 Express. I've configured both the Web Service URL and the Report Manager URL to use a Certificate and only allow port 443 traffic. I did this by removing the port 80 identity and adding an SSL Identity.
All is working well for https://myserver.com/ReportServer. But when I try and access report manager, I get the following error when running remote:
The underlying connection was closed: Could not
establish trust relationship for the SSL/TLS secure channel.
When running directly on the server, the server, it just rejects my passwords and asks for it again.
If I remove the SSL Indentity and add back in port 80, it works fine over https.
Any ideas of what might be causing this problem?
Thanks,
Glenn
Please mark this post as Answered if it solved your problem, otherwise you can click Vote if it helped you out. -Glenn Thimmes

Answer 1

Hi Glenn,
Per my understanding that you have added an SSL Identity and you got some errors "The underlying connection was closed: Could not establish trust relationship for the SSL/TLS secure channel." when you logging remotely to the report manager,
but which work fine when login report server, and it also asked for credential when you login report manager locally, right?
The issue can be caused by many factors. Please check below points one by one to help you clarify:
In rsreportserver.config file(Path like this:C:\Program Files\Microsoft SQL Server\MSRS10.MSSQLSERVER\Reporting Services\ReportServer), ensure that SecureConnectionLevel is set to the value 2 or 3. If disable the SSL value is set to 0.  Corrected
line in your rsreportserver.confiog file should look like:
<Add Key="SecureConnectionLevel" Value="3"/>
 In rsreportserver.config, add the correct value to the <URLRoot> element. the ReportServerUrl value must be the name of the server that is registered for that certificate. with a hostname that is valid for your certificate. For example, if the
certificate is registered to https://adventure-works.com.onlinesales, the report server URL would be
https://adventure-works.com.onlinesales/reportserver.
<UrlRoot>
https://adventure-works.com.onlinesales/reportserver.
</UrlRoot>
Ensure that your certificate exists in Trusted Root Certification Authorities in certmgr for the local machine.
http://www.c-sharpcorner.com/uploadfile/anavijai/could-not-establish-trust-relationship-for-the-ssltls-secure-channel/ 
This is very important. In rsreportserver.config file, add the same value to the <ReportServerUrl> element the same as that you added in step 2. 
<ReportServerUrl>
https://adventure-works.com.onlinesales/reportserver.
</ReportServerUrl>
Then restart your report server (stop & then start in Report Server Configuration Manager).
Article related to this issue also contain the troubleshooting for your reference:
http://msdn.microsoft.com/en-us/library/ms345223(v=sql.100).aspx
Similar threads for your reference:
Could not establish trust relationship for the SSL/TLS secure
channel
SSRS 2008- Underlying connection
was closed – could not establish trust relationship for SSL/TLS
If your problem still exists, please try to provide us snapshopt about the setting for the SSL Identity and also the Report Manager URL,etc.
Regards
Vicky Liu