Could not issue a Let's Encrypt SSL/TLS certificate for domain

Could not issue an SSL/TLS certificate for api.felizsoftware.com
Details
Could not issue a Let's Encrypt SSL/TLS certificate for api.felizsoftware.com.

The authorization token is not available at http://api.felizsoftware.com/.well-known/acme-challenge/J8n2v3-xK5xmO0a8PNRfOX6t-vhK-LbDB5eC7cX5hpc.
To resolve the issue, make sure that the token file can be downloaded via the above URL.
See the related Knowledge Base article for details.
Details
Invalid response from https://acme-v02.api.letsencrypt.org/acme/authz/2362505167/511451638437
Details:
Type: urn:ietf:params:acme:error:unauthorized
Status: 403
Detail: 71.163.150.83: Invalid response from http://api.felizsoftware.com/.well-known/acme-challenge/J8n2v3-xK5xmO0a8PNRfOX6t-vhK-LbDB5eC7cX5hpc: 500

When you opened this thread in the Help section, you should have been provided with a questionnaire. Maybe you didn't get it somehow (which is weird), or you've decided to delete it (and make our life a lot harder). In any case, all the answers to this questionnaire are required:


Please fill out the fields below so we can help you better. Note: you must provide your domain name to get help. Domain names for issued certificates are all made public in Certificate Transparency logs (e.g. crt.sh | example.com), so withholding your domain name here does not increase secrecy, but only makes it harder for us to provide help.

My domain is:

I ran this command:

It produced this output:

My web server is (include version):

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

My hosting provider, if applicable, is:

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):

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@felizsoftware We won't be able to give specific advice without the info from the form Osiris re-posted.

But, your IIS Server is not replying to any HTTP requests. Not even for your "home" page. You should fix whatever is causing the "500 Internal Server Error" and then try getting a cert.

curl -i http://api.felizsoftware.com
HTTP/1.1 500 Internal Server Error
Content-Type: text/html
Server: Microsoft-IIS/10.0
X-Powered-By: ASP.NET
Date: Sat, 26 Apr 2025 14:46:57 GMT
Content-Length: 1208
3 Likes

Thank you for letting me know about the IIS issues. I will work on fixing them and come back to get assistance on getting a cert.

2 Likes