Ftp Server Windows 10 Filezilla
Katja Gains
I'm running FileZilla 1.7.3 on a Windows Server 2022. I setup Let's Encrypt through Filezilla several months ago, and it's been running and updating the certificate successfully until recently. I have not updated Filezilla, or changed anything on the server - although normal Windows Updates, etc are happening automatically.
It produced this output:
ACME Daemon [Status] Next certificate to be renewed is registered with the account [ -v02.api.letsencrypt.org/acme/acct/1342308606], for the domains [shadowcontrol.trey.tech].
ACME Daemon [Status] Starting renewal of certificate NOW.
ACME [Status] Listening on 0.0.0.0:80.
ACME [Status] Listening on [::]:80.
ACME [Error] Error: HTTP Internal error: ECONNABORTED - Connection aborted. Could not connect to host acme-v02.api.letsencrypt.org:443.
ACME Daemon [Error] Finished renewal of certificate for the domains [shadowcontrol.trey.tech], registered with the account [ -v02.api.letsencrypt.org/acme/acct/1342308606]. FAILED.
ACME Daemon [Error] Retrying in 300 seconds.
ACME Daemon [Status] Next certificate to be renewed is registered with the account [ -v02.api.letsencrypt.org/acme/acct/1342308606], for the domains [shadowcontrol.trey.tech].
ACME Daemon [Status] It will be renewed on the date [Thu, 07 Dec 2023 22:20:46 GMT].
Port 80 is only used by Filezilla for Let's Encrypt certificate renewal. I know Filezilla opens and closes port 80 on it's internal website only while it is doing it's Let's Encrypt renewal - and this is indicated by the following entries in the log
It could have "started" failing the instant after you got your original cert. Between then and 6 days ago most likely nothing would have been tried since your cert was "fresh enough" until just 6 days ago.
But, I would focus on the one error we actually see which is the outbound connection failure. I do not have ideas on how that would fail while a sample curl works. Possibly and app-based firewall or some other kind of routing issue with ports or what-not from the filezilla client. Maybe the VM not having the port connected to its host o/s or similar. Did the sample curl run from the same environ as the filezilla client?
When I use Chrome to go to -v02.api.letsencrypt.org/directory on the server, I can see the certificate is using "ISRG Root X1" as it's trusted root certificate. I wonder if Filezilla uses the system trusted Root certificates...
Maybe not, the detailed log clearly shows it does not trust the acme-v02.api.letsencrypt.org certificate. But it could also be an anti virus like already stated above trying to intercept all outbound HTTPS connections and perform a MitM attack with a self-signed cert.
I had already checked the system trust store (MMC > local computer certificates > Trusted Root Certification Authority store > certificates). Checked again that the ISRG Root X1 certificate was there and confirmed that it appears to be up-to-date.
Temporarily disabled the anti-virus in case it was intercepting the https - not sure why it would intercept some https (from Filezilla) but not others (browser) when both are going to the same site.
Tried to renew the certificate again, still no joy.
While checking this I noticed that the server had not rebooted for a couple of months, so I scheduled a reboot of the server over the weekend. And have come in this morning to see the certificate has successfully renewed!!! Mark it up to another MS glitch
I followed this post for installing FileZilla Server on a Windows Server 2019 VM in Azure.
Only thing I didn't do is the last part to publish an FTP site. I disabled Windows Defender in the VM just to be sure.
I also created rules for Inbound and Outbound traffic in the Network Security Group inside Azure. After contacting Support the representative asked me to remove the outbound rules so the rules I have now are as follows:
Looking at your security rules, I don't see any issues with the same and it should allow you to reach the server. However, I would suggest you to do a wireshark capture on the windows server to see if the connection request from the client reaches the server when you try to connect to it. If it does reach it but the server does not respond to it, you will have to reach out to Filezilla for further assistance regarding this. Hope this helps. Thank you!
Maybe more than one NSG is in the game:
NSGs could associated with a VM and/or a subnet.
If you have 2 NSGs, 1 associated with the VM and 1 associated with the subnet the rules in both NSGs must fit.
If you have another VM in the same subnet with the "FileZilla VM" you could check if this VM is able to connect to the FTP server. By default the "AllowVnetInbound" rule prio 65000 allows all traffic in the same vNet.
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