Certificate disappear

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My domain is: rhgw.redhammer.it

I ran this command:

It produced this output:

My web server is (include version): IIS 7

The operating system my web server runs on is (include version):Windows Server 2019

My hosting provider, if applicable, is:GoDaddy

I can login to a root shell on my machine (yes or no, or I don't know):

I'm using a control panel to manage my site (no, or provide the name and version of the control panel):

The version of my client is (e.g. output of certbot --version or certbot-auto --version if you're using Certbot):


Not sure if this issue is regarding the LetsEncrypt Certificate or possibly a Windows Server issue, just want to share this in case it might really be on LetsEncrypt side.

We have 2 Remote Desktop Gateway servers and they're both configured with Microsoft Network Load Balance. On Oct 24, both servers performed Windows Updates and got rebooted. After the reboot I saw some event ID: 15300 related to SSL Certificate Settings deleted for endpoint:

Only to discover that both server's certificate have been taken out and needs to be reimported back. I made my research on MS side and found this article


So my question is, is this related to the Certificate or on the Operating system side?


1 Like

Hi Jeff,

Even though I don't feel that a cert could cause this problem, IIS 7 is rather old and might be particular about things most others no longer care about (or never did). Like the lack of SNI support.

That said, it would be good to know more about this situation; Like: Which ACME client was used and how the cert was imported.

READERS: Get involved. Be heard. Do your part with: If you read something you like, then like it :heart:

1 Like

Sorry for the wrong info. I'm using Windows Server 2019 and it is on iis version 10.

We used CertifyTheWeb




checking https://support.microsoft.com/en-us/help/2025598/https-connections-fail-and-ssl-bindings-are-deleted-for-a-website-in-i : If you have that problem, the resolution should fix it.

So it's only a Windows relevant problem, if you have used the older IIS.6.0 earlier.

PS: But: Good to know, never heard that problem. Thanks ! :+1:


yes, I did read through that MS article and only to know that I did find the applicationHost.config but never saw the line that needs to be deleted.

Anyway thanks and I was just checking maybe some LetsEncrypt users did experienced this as well.



I'm going to page someone for you, Jeff. :slightly_smiling_face:



@TECH-JEFF thanks, please email support at certifytheweb.com for detailed help. We will need to know what script you are using for the certificate update. You should see in the app that the certificate requests are working ok but the step that may be failing is your custom script to apply the cert to the RDP gateway bindings. Our built in deployment task for RDP gateway is fairly basic and doesn't know about load balanced servers. Please also send through your log file for the certificate request and details of your setup.


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