Logs ?
Open a console, SSH, or better SFTP and look in /tmp/acme/your-domain.tld - there is a dot log file.
This one :
112f5526-6111-4ba0-ad23-9802642eac83-image.png
Also :
If I visit :
2ea7a531-3b5f-4933-9840-3c6459963808-image.png
I have a TLS error - as acme has :
d44fcbf1-8c98-4ae5-a1e8-5114913e991d-image.png
because the cert is expired since March 6.
So, when the Letenscypt hits that site, it will bail out.
I'm not using HAProxy myself, neither the acme webroot method.
What about : pfsense haproxy acme ,