Sure thing. I did a non dry run to start and the scheduled task also isn't dry running of course, but I figured while I'm troubleshooting I'd stop hitting prodution. Looks like the same error:
PS C:\WINDOWS\system32> certbot renew
Saving debug log to C:\Certbot\log\letsencrypt.log
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Processing C:\Certbot\renewal\erp.dekalbmetal.com.conf
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Failed to renew certificate erp.dekalbmetal.com with error: HTTPSConnectionPool(host='acme-v02.api.letsencrypt.org', port=443): Max retries exceeded with url: /directory (Caused by SSLError(SSLCertVerificationError(1, '[SSL: CERTIFICATE_VERIFY_FAILED] certificate verify failed: self signed certificate in certificate chain (_ssl.c:1129)')))
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All renewals failed. The following certificates could not be renewed:
C:\Certbot\live\erp.dekalbmetal.com\fullchain.pem (failure)
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1 renew failure(s), 0 parse failure(s)
Ask for help or search for solutions at https://community.letsencrypt.org. See the logfile C:\Certbot\log\letsencrypt.log or re-run Certbot with -v for more details.
The full log file if it might be any more help: Certbot Renew Log - Pastebin.com