walterb75

I have tried everything to get my office365 email to work on the site and exhaused everything to this point with office365 support. I also tried a gmail email and received the same error
SMTP ERROR: Failed to connect to server: (0)SMTP connect() failed. https://github.com/PHPMailer/PHPMailer/wiki/Troubleshooting

I went to the link above and have done all the trouble shooting recommended to no avail.

Has anyone else had this problem with their Office365 email and did you find a fix.

Versions:
WordPress: 5.0.4
WordPress MS: No
PHP: 7.1.28
WP Mail SMTP: 1.4.2

Params:
Mailer: smtp
Constants: No
ErrorInfo: SMTP connect() failed. https://github.com/PHPMailer/PHPMailer/wiki/Troubleshooting
Host: smtp.office365.com
Port: 587
SMTPSecure: ssl
SMTPAutoTLS: bool(false)
SMTPAuth: bool(true)

Server:
OpenSSL: OpenSSL 1.0.2r 26 Feb 2019
SMTP Debug:
2019-05-24 04:23:32 Connection: opening to ssl://smtp.office365.com:587, timeout=10, options=array (
)
2019-05-24 04:23:32 Connection: Failed to connect to server. Error number 2. “Error notice: stream_socket_client(): SSL operation failed with code 1. OpenSSL Error messages:
error:140770FC:SSL routines:SSL23_GET_SERVER_HELLO:unknown protocol
2019-05-24 04:23:32 Connection: Failed to connect to server. Error number 2. “Error notice: stream_socket_client(): Failed to enable crypto
2019-05-24 04:23:32 Connection: Failed to connect to server. Error number 2. “Error notice: stream_socket_client(): unable to connect to ssl://smtp.office365.com:587 (Unknown error)
2019-05-24 04:23:32 SMTP ERROR: Failed to connect to server: (0)
2019-05-24 04:23:32 SMTP connect() failed. https://github.com/PHPMailer/PHPMailer/wiki/Troubleshooting

Thanks