Failure of Cert via Latest version of Win-Acme

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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: https://minterrors.org

I ran this command: Win-Acme.exe automated script generation

It produced this output:

My web server is (include version): IIS

The operating system my web server runs on is (include version): Win Server 2022

My hosting provider, if applicable, is:

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):

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

Hello,

I am running into an issue while using Win-Acme to renew a cert.The failure is listed below.

I DID see that utilizing a firewall and Geo-blocking countries will cause issues. I DO have a few countries blocked. If I know which ones I should unblock and run the update and then block them again OR, there was something mentioned about a DNS setting that may be able to correct the issue.

Any assistance would be greatly appreciated.

A simple Windows ACMEv2 client (WACS)
Software version 2.2.8.1635 (release, pluggable, standalone, 64-bit)
Connecting to https://acme-v02.api.letsencrypt.org/...
Connection OK!
Scheduled task points to different location for .exe and/or working directory
Scheduled task exists but does not look healthy
Please report issues at GitHub - win-acme/win-acme: A simple ACME client for Windows (for use with Let's Encrypt et al.)

N: Create certificate (default settings)
M: Create certificate (full options)
R: Run renewals (1 currently due)
A: Manage renewals (1 total, 1 in error)
O: More options...
Q: Quit

Please choose from the menu: r

Plugin IIS generated source minterrors.org with 1 identifiers
Plugin Single created 1 order
Renewing [IIS] minterrors, (any host)
Cached order has status invalid, discarding
[minterrors.org] Authorizing...
[minterrors.org] Authorizing using http-01 validation (SelfHosting)
[minterrors.org] Authorization result: invalid
[minterrors.org] {"type":"urn:ietf:params:acme:error:unauthorized","detail":"During secondary validation: 96.225.177.48: Invalid response from http://minterrors.org/.well-known/acme-challenge/wt_gs6fcD6nci9xDzLlxsvaTOMUo_Ar1NPjAWN9Hapg: 403","status":403,"instance":null}
[minterrors.org] Deactivating pending authorization
Renewal for [IIS] minterrors, (any host) failed, will retry on next run
Validation failed
No certificate generated

N: Create certificate (default settings)
M: Create certificate (full options)
R: Run renewals (1 currently due)
A: Manage renewals (1 total, 1 in error)
O: More options...
Q: Quit

Please choose from the menu:

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Hello @minterrors, welcome to the Let's Encrypt community. :slightly_smiling_face:

From around the world Permanent link to this check report there mostly Results of "Connection timed out"

Let's Encrypt uses Multi-Perspective Validation Improves Domain Validation Security - Let's Encrypt

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This looks like a reputation based firewall blocking requests. It would not affect just Let's Encrypt. I can't query your "home" page using HTTP from my own test server in the USA

curl -i http://minterrors.org/

HTTP/1.1 403 Forbidden
<HTML><HEAD><TITLE>403 Forbidden</TITLE></HEAD><BODY><center>
<b>Threat Prevention</b></center>
<p>This site is blocked because it violates network policy.</p>
<p>Host: minterrors.org</p>
<p>URI: /</p>
<p>Reason: Threat reputation No reputation</p>
<p>Please contact your network administrator</p></BODY></HTML>

Can you make a rule that allows any URI that starts with /.well-known/acme-challenge

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Also using the online tool Let's Debug yields these results https://letsdebug.net/minterrors.org/1937254

ANotWorking
ERROR
minterrors.org has an A (IPv4) record (96.225.177.48) but a request to this address over port 80 did not succeed. Your web server must have at least one working IPv4 or IPv6 address.
A timeout was experienced while communicating with minterrors.org/96.225.177.48: Get "http://minterrors.org/.well-known/acme-challenge/letsdebug-test": context deadline exceeded

Trace:
@0ms: Making a request to http://minterrors.org/.well-known/acme-challenge/letsdebug-test (using initial IP 96.225.177.48)
@0ms: Dialing 96.225.177.48
@10000ms: Experienced error: context deadline exceeded

Best Practice - Keep Port 80 Open

The HTTP-01 challenge of the Challenge Types - Let's Encrypt states
"The HTTP-01 challenge can only be done on port 80."

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Thanks for the welcome and quick replies.

I have disabled the geo blocks for Singapore I do not believe Swededn was blocked.

Now, I have to wait for a bit to test, since win-acme is reporting "too many requests".

I will go into the IIS server and add a port 80 URL path to minterrors.org as well. I don't believe port 80 is blocked via the firewall. I will double check though

Please bear with me as I navigate through all of this.

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Something blocked my HTTP request because of "Threat Reputation". You may not be blocking all of port 80 but something is blocking at least some requests.

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Mike,
Thanks for the reply. I am one who is very humble and appreciate the assistance. This stuff can become overwhelming for me at times.

What I recently did was add the http:// url into IIS. I did browse the website via IIS and the
http://minterrors.org connection worked. I did stop and start IIS. Then I tried win-acme again and it failed, it did have the 403 error again.

Later on tonight, I will attempt to bypass the firewall and see if I can renew the cert. IF so, then we know the problem. I will look at the router as well and ensure the router has port 80 open and forwarding to the web server.

I will try to update this post as much as I can with what I have attempted. Thanks again for everyone chiming in.

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Consider whether switching to DNS Validation instead of HTTP challenges will be more suitable for you. win-acme has a few plugins you can use for different DNS providers, https://certifytheweb.com (which I develop) has a few more I think (many via Posh-ACME, which you could also use) but it depends on your choice of DNS provider as to whether they have a supported API.

There are a few other alternative approaches to DNS validation as well if you want to explore that option.

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I have successfully updated the Let's Encrypt certificate for the website https://minterrors.org.

I am using a inline firewall meant to protect the web server from abusive scans and attacks. I disabled as many rules as I thought would make a difference, but the attempts at update failed. One of my last resorts (if you will) was to bypass the firewall and plug the web server directly into the router. I quickly ran the Win-Acme application then successfully updated.

I DO have a lot of IP blocks within the router as well, but I have not touched those and wanted to see if it was the IPS/ firewall first before moving forward.

As for switching to a DNS validation, I only have a web server here and my ISP is Verizon. My DNS goes through Network Solutions. I will download the documentation that you all have provided and see if this is a possibility for me. I am open to any further suggestions or comments.

I would like to personally thank all who who have replied:

[MikeMcQ]

[Bruce5051]

[webprofusion]

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If you proceed with DNS Challenge you should switch to a different provider. Cloudflare is popular, easy to use, and free for many cases. They also have a terrific community and many of us here are familiar with it.

Good work getting that all sorted. I know it can be frustrating. Ideally you could make a rule that allowed HTTP(port 80) requests from anywhere that start with /.well-known/acme-challenge/

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Mike, Unfortunately I have 3.5 more years with the webhosting/email boxes/domain names/DNS over at Network Solutions. I don't mind bypassing the firewall once every three months. I used to work as a network security engineer for over 20 years but I am getting a bit rusty since retirement.

Again, Thank You for the suggestion(s).

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Something to consider is to just CNAME the _acme-challenge.(domain) to a different provider. That's the record used in the DNS Challenge. It is often a TXT record but can be CNAME. See: DNS Challenges

You can even run your own DNS Server just to handle these challenges (see below)

I suggest not renewing just every 90 days. Give enough time to handle outages and unanticipated changes that may require special attention. The recommendation is to renew every 60 days for a 90 day cert. There can also be CA driven revocations (which are rare) but is one reason auto-renewal checking at least once / day is considered best practice.

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