Validation consitently fails for one subdomain

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My domain is:,

I ran this command: Letsencrypt-win-simple, ACMESharp

It produced this output: Authorization invalid

My web server is (include version): IIS 8.5

The operating system my web server runs on is (include version): Windows Server 2012 R2

I’m trying to get a SAN certificate for some subdomains. DNS is configured correctly, and i was able to get the certificate some months ago. But authentication for the remote subdomain always fails now. The Mail-subdomain on the same server still works, and i can also authenticate additional subdomains, only keeps failing for no apparent reason.

Can you provide the complete output? There are a number of ways validation can fail. The specific error the Let’s Encrypt API server returns would be very helpful in diagnosing the root cause.

I just noticed an update for letsencrypt-win-simple, so fortunately I now have detailed logs.

ACME server reported type urn:acme:error:unauthorized
ACME server reported detail Invalid response from : "<
DOCTYPE HTML PUBLIC “-//W3C//DTD HTML 4.01 Transitional//EN””>

<m" ACME server reported status 403

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