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. https://crt.sh/?q=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: tower.nsc.aero
I ran this command: .\LetsEncrypt.exe --verbose
It produced this output:
PS C:\letsencrypt-win-simple> .\LetsEncrypt.exe --test
[INFO] A Simple ACME Client for Windows (WACS)
[INFO] Software version 1912.0.6839.16705 (RELEASE)
[INFO] IIS version 8.5
[INFO] ACME server https://acme-staging.api.letsencrypt.org/
[INFO] Please report issues at https://github.com/PKISharp/win-acme
N: Create new certificate
M: Create new certificate with advanced options
L: List scheduled renewals
R: Renew scheduled
S: Renew specific
A: Renew all
V: Revoke certificate
C: Cancel scheduled renewal
X: Cancel all scheduled renewals
Q: Quit
Please choose from the menu: n
[INFO] Running in Simple mode
1: Single binding of an IIS site
2: SAN certificate for all bindings of an IIS site
3: SAN certificate for all bindings of multiple IIS sites
4: Manually input host names
C: Cancel
Which kind of certificate would you like to create?: 4
Enter comma-separated list of host names, starting with the primary one: tower.nsc.aero,tower.tillamookuas.com
[INFO] Plugin Manual generated target [Manual] [2 bindings - tower.nsc.aero, …]
1: Default Web Site
1438491208: WSUS Administration
Choose site to create new bindings: 1
Enter an email address (not public, used for renewal fail notices): billsey@nsc.aero
Do you agree to https://letsencrypt.org/documents/LE-SA-v1.2-November-15-2017.pdf? (y/n): - yes
[INFO] Authorize identifier: tower.nsc.aero
[INFO] Authorizing tower.nsc.aero using http-01 validation (SelfHosting)
[INFO] Answer should now be browsable at http://tower.nsc.aero/.well-known/acme-challenge/TL456xPusbhTKHk8jTVKcsDp1LBDYhR6_7kU-xYdlG4
[–test] Try in default browser? (y/n): - yes
Press enter to continue…
[EROR] Authorization result: invalid
[INFO] Authorize identifier: tower.tillamookuas.com
[INFO] Authorizing tower.tillamookuas.com using http-01 validation (SelfHosting)
[INFO] Answer should now be browsable at http://tower.tillamookuas.com/.well-known/acme-challenge/ORVSibvKHCZ34Gi_c8Xr-BqCJiNqbfcLla-0Mdy3_x4
[–test] Try in default browser? (y/n): - no
[EROR] Authorization result: invalid
[EROR] ACME server reported:
[EROR] [type] urn:acme:error:connection
[EROR] [detail] Fetching http://tower.nsc.aero/.well-known/acme-challenge/TL456xPusbhTKHk8jTVKcsDp1LBDYhR6_7kU-xYdlG4: Timeout during connect (likely firewall
problem)
[EROR] [status] 400
[EROR] Create certificate failed
My web server is (include version): IIS 8
The operating system my web server runs on is (include version): Windows Server 2012 R2
My hosting provider, if applicable, is: Local to the server
I can login to a root shell on my machine (yes or no, or I don’t know): yes
I’m using a control panel to manage my site (no, or provide the name and version of the control panel): no
I first tried the normal renew process using PKISharp. It failed with Authorization-Result: Invalid. It looks as if PKISharp Win-acme isn’t creating the .well-known files. I have files there from previous updates but none from the current. I next tried removing the queued updates and started over from the beginning. As you can see, same problem.