HTTPS Reverse Proxy on IIS 10 – External Access Fails (Timeout) Although Local Requests Work
Hello everyone, I’m currently facing an issue with an IIS 10 reverse proxy configuration on Windows Server, and I would really appreciate your guidance. Environment Windows Server IIS 10 Application Request Routing (ARR) + URL Rewrite enabled Backend application running on: http://localhost:8080/ http://localhost:8080/login Public domain: https://lojistik.abc.com.tr What I want to achieve I want users to access the backend web application through the following URL: https://lojistik.abc.com.tr/LMYS/login Internally, IIS should proxy this to: http://localhost:8080/login What works The backend application is accessible without issues: http://localhost:8080/login From the server itself, reverse proxy works: Invoke-WebRequest "https://lojistik.abc.com.tr/LMYS/login" → StatusCode: 200 (success) What does NOT work From any client machine, the following request results in a timeout: https://lojistik.abc.com.tr/LMYS/login Browser shows connection timeout. No entry appears in IIS logs for external requests to /LMYS/.... Tests performed ▪ netstat -ano | findstr :443 on the server → Port 443 is listening ▪ DNS resolves correctly: lojistik.abc.com.tr → 10.6.130.90 ▪ Reverse proxy rule on IIS is correctly configured under the HTTPS binding site: Pattern: ^LMYS(/.*)?$ Rewrite to: http://localhost:8080{R:1} ▪ ARR Server Proxy is enabled. Key observation Requests from the server itself succeed (reverse proxy returns 200), but external clients always time out, which suggests that the HTTPS traffic is not reaching IIS at all (likely blocked or not NAT-forwarded on the network path). Question What could cause HTTPS (port 443) traffic to reach IIS locally, but external requests to the same port to hang indefinitely? Any guidance would be greatly appreciated. Thank you in advance. Best regards,
Exchnage 2019 on prem EMS not working. Recreating Exchange Virtual Directories failed
I have two exchange 2019 on prem in DAG. Recently EMS (Exchange management shell) on both servers stop working and I tried to delete and recreate on MAIL2 but unsuccessful. Basically it return error that The AD configuration for virtual directory 'Powershell' already exists I tried to delete first with Remove-PowerShellVirtualDirectory I tried clean up IIS and AD but still getting this error, even that in ADSI edit I delete all powershell objects for MAIL2 Exchange Health Checker: beside that server is in maintenance mode, nothing interesting. just the last line: Default Web Site/PowerShell has authentication set, which is unsupported. Error form PowerShell: New-PowershellVirtualDirectory : The AD configuration for virtual directory 'Powershell' already exists in 'CN=Powershell (Exchange Back End),CN=HTTP,CN=Protocols,CN=MAIL2,CN=Servers,CN=Exchange Administrative Group (FYDIBOHF23SPDLT),CN=Administrative Groups,CN=Company Organization,CN=Microsoft Exchange,CN=Services,CN=Configuration,DC=rcompany,DC=local', please remove this AD configuration manually. Parameter name: VirtualDirectoryName At line:1 char:1 New-PowershellVirtualDirectory -Name "Powershell" -Role "Mailbox" -Re ... CategoryInfo : InvalidArgument: (MAIL2\Powershell (Exchange Back End):ADObjectId) [New-PowerShellVirtualDirectory], ArgumentException FullyQualifiedErrorId : [Server=MAIL2,RequestId=2bb82483-c56a-4e4f-8d08-c81691b34bd1,TimeStamp=11/4/2025 2:31:50 PM] [FailureCategory=Cmdlet-ArgumentException] B318F342,Microsoft.Exchange.Management.SystemConfiguratIIS URL Rewrite Rule Not Working: Resolving 'HTTP Error 404.4 - Not Found' Issues.
Issue Most of you have encountered situations where you have used IIS URL Rewrite to redirect traffic from one site to another. But in some cases, rewrite rules fail to work as expected and returns 'HTTP Error 404.4 - Not Found'. The 404.4 status code means no handler configured. Which means the file name extension of the requested URL doesn't have a handler that is configured to process the request on the Web server. For example you have two sites hosted in IIS. Site1 bind with port 81 and Site2 bind with port 82. The requirement is to rewrite all the request coming to Site1 (port:81) should rewrite to Site2 (port:82). The below rule is configured - <system.webServer> <rewrite> <rules> <rule name="RewriteToPort81" stopProcessing="true"> <match url="^.*$" /> <action type="Rewrite" url="http://localhost:82/{R:0}" appendQueryString="true" /> </rule> </rules> </rewrite> </system.webServer> Solution First you need to check if the correct module is installed in IIS. To check this go to IIS Manager and open the Modules. Within the Modules check if the correct URL Rewrite module is installed. You can get the latest IIS URL Rewrite module from this link URL Rewrite : The Official Microsoft IIS Site If the correct module is installed as highlighted above, the next thing you check the Failed Request Tracing logs for the request. And verify if the correct rule is invoked and it updates the URL to new one. Here in this case you can see "RewriteToPort82" rule is invoked and it changed the request URL to http://loalhost:82/. Also verify if the HttpStatus="404" and HttpSubStatus="4". To remediate the issue, go to IIS Manager, open Application Request Routing Cache module and open Server Proxy Settings form the right-hand Actions pane. Within the Server Proxy Settings you will find an option to enable proxy. Check the Enable proxy checkbox and click apply form the right-hand Actions pane as pointed in the below picture. After this you need to restart IIS. This should resolve the URL rewrite issue. To know more about URL rewrite in IIS you can follow this article - Using the URL Rewrite Module | Microsoft Learn
Binding a website that already uses required port.
Hello devs, I hope you are having a great day. I have already developed a website that runs on port 8081 in localhost. When i start a new site in IIS and set 8081 as the port in the bind section(which is already open via the website), I receive the error that the port is already in use. My question is how can I connect my domain to the local host and specified port in IIS or any other application. The IIS has a default website(which brings the welcome page up) and by using that the connection between domain and server is assured(name servers are set and ready). If only the IIS could relay all traffic to the localhost and port 8081 of the server, my problem would be solved. I have attached some pictures for better understanding. Thank you in advance Best wishes, Sahand -As you see in this picture my website has started and working in the specified IP and port. ,-In this picture while binding the new website to port 8081 the IIS refuses to start the site with this error(port 8081 is already in use by my website).IIS Application Pool Recycle Permissions for Non-Admin Users
Hi, We are currently struggling with IIS Application Pool recycle permissions which we need to assign to non-admin users, they can connect to the prod server or by remotely but can only recycle, start or stop application pool. They are not allowed to do anything else. Please let me know what the best and standard approach to achieve this. ThanksHow to Configure and Collect Schannel and CAPI2 Logs
CAPI2 log is a diagnostic log in Windows that tracks cryptographic operations. It track events related to certificate validation, key exchange. It also record how Windows and applications use cryptographic algorithms for securing data. This is crucial for diagnosing issues with SSL/TLS, digital signatures, and other encryption-related processes. CAPI2 logs are particularly useful for diagnose security-related problems in Windows systems. When troubleshooting issues related to cryptographic operations in Windows, it may be necessary to enable and collect logs for both Schannel and CAPI2. This article will help you to configure and collect these logs for diagnostic purposes.IIS port problem
Hi everybody! My company would like to use MantisBT and i got the task to setup mantis but i have some problem with it. I would like to run MantisBT on port 443 (https) but one application already use this port. (This application isn't based on IIS). The server which should run MantisBT has two network cards and using Windows Server 2019. The first (x.x.x.1) is used by the necessary monitoring application, the other one (x.x.x.2) should used by MantisBT. The problem is if i bind x.x.x.2 IP to port 443 than i got an error message: The process cannot access the file because: it is being used by another process.(Exception from HRESULT: 0x80070020) Any idea what should i do? Can you give me step by step advice? Thank you. Have a nice day! PN
