Net::ReadTimeout | Confirmation email not sending

Installation
1

Got discourse installed and am trying to finish the installation process with the confirm email screen and the email isn’t being sent out. All of the creds for my SMTP work as I can login with the creds using anything else but discourse

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My mail server is roundcube.
When I use discourse-doctor it outputs: Net::ReadTimeout

app.yml

  ## TODO: The SMTP mail server used to validate new accounts and send notifications
  # SMTP ADDRESS, username, and password are required
  # WARNING the char '#' in SMTP password can cause problems!
  DISCOURSE_SMTP_ADDRESS: smtp.REDACTED.gg
  DISCOURSE_SMTP_PORT: 465
  DISCOURSE_SMTP_USER_NAME: no-reply@REDACTED.gg
  DISCOURSE_SMTP_PASSWORD: REDACTED
  #DISCOURSE_SMTP_ENABLE_START_TLS: true           # (optional, default true)
  #DISCOURSE_SMTP_DOMAIN: REDACTED.gg    # (required by some providers)
  DISCOURSE_NOTIFICATION_EMAIL: no-reply@REDACTED.gg    # (address to send notifications from)
2

not getting confirmation mail.