Hello Could use some help here so lost lol

I’m trying to get this app (docker) to send emails close to pulling out my hair.
when I go to send a test email from fire fly iii I get this error below

stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed

my set up is

Nginx proxy manager(Docker)

Firefly ii (docker)mail cow (docker)

Both of them are behind Nginx proxy manager
fiefly email config well some of it below

MAIL_MAILER=smtp

MAIL_HOST=mail.alexosaurous.co.nz

MAIL_PORT=587

MAIL_FROM=

MAIL_USERNAME=

MAIL_PASSWORD=G

MAIL_ENCRYPTION=tls or SSL tried both

Thank you for your time

5 months later

I have come across the same problem today and stopped by this question. The reason is most likely that your server is running an old version of PHP, or has an outdated CA certificates bundle. Check this out

stackoverflow.com
https://stackoverflow.com/questions/50566069/phpmailer-smtp-connection-failed-on-server
Retrieving...
. In my case, I think this is related to an outdated CA certificate because I see a warning like the below:
warning: TLS library problem: error:1408F10B:SSL routines:ssl3_get_record:wrong version number:../ssl/record/ssl3_record.c:332:
For more details and for the next steps, I am merging this question with this one
community.mailcow.email
https://community.mailcow.email/d/1285-warning-tls-library-problem-error1408f10bssl
Retrieving...
 for reference purposes.

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