mecjay12

The issue ended up being that the plugin I was using didn’t update itself unless you made a change. So using WP Mail SMTP I changed the mail setting to SMTP, saved, then back to Google, re-authed, and everything started working again.

Not set

[curl]
; A default value for the CURLOPT_CAINFO option. This is required to be an
; absolute path.
curl.cainfo = "C:\cacert.pem"

[openssl]
; The location of a Certificate Authority (CA) file on the local filesystem
; to use when verifying the identity of SSL/TLS peers. Most users should
; not specify a value for this directive as PHP will attempt to use the
; OS-managed cert stores in its absence. If specified, this value may still
; be overridden on a per-stream basis via the "cafile" SSL stream context
; option.
;openssl.cafile=

; If openssl.cafile is not specified or if the CA file is not found, the
; directory pointed to by openssl.capath is searched for a suitable
; certificate. This value must be a correctly hashed certificate directory.
; Most users should not specify a value for this directive as PHP will
; attempt to use the OS-managed cert stores in its absence. If specified,
; this value may still be overridden on a per-stream basis via the "capath"
; SSL stream context option.
;openssl.capath=

; Local Variables:
; tab-width: 4
; End:

Sorry. Misread that. Restarted IIS. No change.

Mailer: Gmail
cURL error 77: error setting certificate verify locations:
  CAfile: C:\inetpub\wwwroot\gd-g2_iis_intermediates.p7b
  CApath: none (see https://curl.haxx.se/libcurl/c/libcurl-errors.html)

I made the change, waited five minutes, then checked and got this error:

Mailer: Gmail
cURL error 77: error setting certificate verify locations:
  CAfile: C:\inetpub\wwwroot\gd-g2_iis_intermediates.p7b
  CApath: none (see https://curl.haxx.se/libcurl/c/libcurl-errors.html)

It seems like it doesn’t care what I do anymore. I added that line to C:\Program Files\PHP\v7.2\php.ini