Issuing auto signed certificate - IIS 7.5 - iis

I issued a self signed certificate on IIS 7.5, and it is working correctly if i access my website through my computer.
However, if i access the website from another computer, i get an warning saying the certificate was issued to another address.
Is this because the certificate was issued to localhost instead of the actual IP?
Or this doesn't make any sense?
Regards,

The error message you are getting is normal, assuming you do not have anything in your certificate aside from 'localhost' to identify the owner.
Your browser is performing a name check, and looking to validate the certificate that is presented with the URL you typed in. Typically, the common name of a certificate matches the hostname/DNS name of the machine. Alternatively, there can be information inside of the Subject Alt Name (SAN) extension of your certificate. There, you could specify multiple DNS names or IPAddress fields that identify your server in addition to the CN.
If you are simply performing internal testing, I would not be terribly worried about the warning you are receiving. Just keep all of this in mind when you move to production. Also, having your CA being self-signed, you may also receive trust warnings, unless you manually import your self-signed CA certificate into the trust store of the browser you are using.

Maybe this helps you: Self signed certificates on IIS 7. At the end of the article, in the section named "Adding the Certificate to Trusted Root Certificate Authorities", an alternative solution is shown, but it implies importing the certificate in the client machine, so that could be a huge disadvantage. However, it is a solution if you can't register the certificate on a Certificate Authority, an you have access to the client machine.

Related

This Connection is Untrusted issue

I get the following error message.
You have asked Firefox to connect securely to www.gstatic.com, but we can't confirm that your connection is secure.
Normally, when you try to connect securely, sites will present trusted identification to prove that you are going to the right place. However, this site's identity can't be verified.
What Should I Do?
If you usually connect to this site without problems, this error could mean that someone is trying to impersonate the site, and you shouldn't continue.
This site uses HTTP Strict Transport Security (HSTS) to specify that Firefox only connect to it securely. As a result, it is not possible to add an exception for this certificate.
www.gstatic.com uses an invalid security certificate.
The certificate is not trusted because the issuer certificate is unknown.
The server might not be sending the appropriate intermediate certificates.
An additional root certificate may need to be imported.
(Error code: sec_error_unknown_issuer)
Can someone please help me to solve this issue :'(
You're receiving this error message because the certificate for the site isn't valid. In order to communicate using SSL with a site, the site must provide a valid certificate. There are a number of things necessary for a valid certificate, but one factor is the certificate must be issued by a trusted certificate authority, or CA. Your browser is preconfigured with a set of trusted CAs, but for this particular site, the issuer is not part of that set of trusted authorities.
Furthermore, since the site is using HSTS (HTTP Strict Transport Security), an exception cannot be made for this certificate.
You'll need to view the certificate and see who issued the certificate (the CA) and whether that is a real CA. The certificate may be self-signed, which means the site issued their own certificate without a trusted CA. If you wish to continue, you'll have to install the issuer's certificate as a trusted CA in your browser. However, do not install the issuer's certificate if you cannot verify their identity as a trusted CA.
This article on your particular error may provide guidance on why you're seeing this message. Here's a general description on how SSL works and what roles certificates and CAs play.
With regard to the first solution, if you end up having to install a CA cert into your Firefox browser, click Edit Trust and check the "This certificate can identify websites" checkbox. If that checkbox is not checked, then Firefox will still not trust websites who issue certificates signed by that CA.

How to setup SSL on an IIS development server?

Our team has a Windows 2008 server which is used primary for a common IIS dev box.
I want to enable SSL on one of the websites on IIS, so that it can only be accessed via HTTPS.
I created a self-signing certificate in IIS and installed it. However when I access the website via the browser (Chrome, Firefox or IE - doesn't matter), it always gives the scary..."this is not secure" screen. I've tried installing the certificate on my own computer, rebooting and I still get that screen.
One thing that I noticed is when I create a self-signed certificate, it adds the domain name to it...for instance, the name of the box is webIIS and our login domain is COMPANYDOMAIN. So it will say that the certificate was created by webIIS.COMPANYDOMAIN.com. This url resolves to nothing, since there is no such thing.
Am I going about it the wrong way?
I've answered a similar question here.
Few afterwords:
Your server should have a dns name. If it is in a domain (Active directory or something) it surely does. Find it, use it in CN of the SSL certificate.
CA that will issue SSL certificate should be trusted by clients accessing the server and by the server itself. Place CA certificate in Trusted Root Store (in LocalMachine store) on the server and all clients that will access it. If you have Active Directory it should be pretty simple to distribute it.
CRL that CA has to issue in defined intervals (it's up to you if the CRL will be issued one a day, month, year or lifetime) has to be accessible by clients and server. Either place it at http url that you gave when issuing SSL certificate or manually place in each certificate store (in Trusted Root Store).

SSL Certificate Not Trusted by OS

I created a self signed certificate using makecert in Microsoft's SDK. The certificate name is the same as the server and I have added it to the Trusted Root Certificate store on the client. When I look at the certificate in Chrome, it shows as ok. But when I attempt to access the site, I receive the error:
You attempted to reach [website name], but the server presented a certificate issued by an entity that is not trusted by your computer's operating system. This may mean that the server has generated its own security credentials, which Chrome cannot rely on for identity information, or an attacker may be trying to intercept your communications.
How can I get around this issue and force my operating system to trust this certificate?
the first thing to do is to test using Internet Explorer. If it doesn't work there, then something is wrong with the cert or the installation.
If it does work in I.E., then you've likely used the unqualified server hostname in the cert, and Chrome specifically does not like that. So, if you've set the common name to something like ServerName, you need to create a new cert with a fully-qualified name (such as ServerName.com) and then use that host name to access the site instead.

IIS with mutual SSL not workin

I'm new to mutual SSL. Therefore my understanding how client certifcates might be wrong.
When using Client certificates in IIS, do they need to be issued from the same certificate (or CA) as the IIS HTTPS binding has configured?
My dev IIS has a self signed certificate.
For the client certificate, I've created a CA and a Client certificate according to
the post here.
The CA is in my "Trusted Root Certification Authorities" of the local Computer.
The Client certificate is in my personal certificate folder.
On IIS I've set Client certificates to accept.
The first strange Thing is that when I browse to my page, the IE always shows me 403.7. Even I've disabled the IE setting "Don't prompt for client certificate selection...", there is no window opening for the certificate selection.
Also when accessing the page with a HttpWebRequest with Client cert attached, the response is always 403. Unfortunately there I did not figure out how to get the sub status.
Why doesn't IIS accept my Client certificate when the RootCA of the Client certificate is in the trusted root store?
Is there a way to get more details where the problem might be?
Thanks
Thomas
Finally could solve the issue:
The CA and Client certificates which I generated according to the tutorial here did NOT have the private key assigned in the certificate store. I had to remove the certificates from the cert store and Import the PFX file including the private key.
Second, the client certificate needs to be in the Current User/Personal store so IE does pick it up. I initallly generated it in the Current Computer/Personal store.
There might be a direct way how to create the two certificates including Private key with makecert. But the PFX import was the easiest way for me.
After 3 days of try and error on my side: If you use IIS10 on Windows2022, TLS1.3 is turned on by default.
The SSL handshake seems not to be implemented correctly in browsers/curls/.... for this case.
For testing reasons turn off TLS1.3
In
HKEY_LOCAL_MACHINE\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\TLS 1.3\Server
Add:
DisabledByDefault as Dword with 1 and restart the server (not only IIS!)

Can I use a self-signed X.509 certificate on a different HTTPS server?

I have created my SSL certificate using Selssl7.exe on server1 but used Cn as Server2 and hosted the certificate on server2. I started to get a certificate error when browsing from linux firefox saying:
This certificate is invalid, the certificate is not trusted and is self signed, the certificate is only valid for server1
But when I browse the URL from Windows IE I just get the regular error saying that it's not trusted and I can easily add it to exceptions.
Can we use self-signed certificates generated on server1 on a different servers?
You can and you may but you are pretty much undermining each and every aspect of authenticity by doing so.
A self-signed certificate is generally a problem because other users will not know this certificate in advance. So their browser dutifully issues a warning. That's why you have to pay for TLS certificates that will be recognized - they are issued by CAs whose certificates are contained in the default trust store of your browser. CAs had to pay to "be part of the club", but otherwise, anyone can create certificates. It's just the matter of being recognized by default settings.
But you open another hole by reusing a certificate that was issued for a dedicated server on a different server. TLS certificates' subject distinguished names must match the host name of the server they are deployed on. This is mandated by the TLS spec because this is the only effective measure to prevent man-in-the-middle attacks when using TLS. After you open a TLS connection to a server, your code will check whether the host name that you are connected to matches the subject DN of the server's certificate that was sent. Only if it does you can be sure to be talking to the right server.
So, in conclusion, if you reuse a server certificate on a different host, then you are severely impacting the security of TLS. It's still possible, sure, but if you cripple security to this extent, then you are probably better off using plain HTTP in the first place.

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