Mailconnectexception: Couldn't Connect to Host, Port: Smtp.Sendgrid.Net

Sending mail error, javax.mail.MessagingException: Could not connect to SMTP host: localhost, port: 25;

Error is self explainatory: javax.mail.MessagingException: Could not connect to SMTP host: localhost, port: 25;

You have no SMTP server on localhost, but you configure it there :

  // Assuming you are sending email from localhost
  String host = "localhost";
  ...
  // Setup mail server
  properties.setProperty("mail.smtp.host", host);

So you must:

• either configure a local SMTP server as a relay on your local system (Postfix or sendmail are two well knows servers)
• of configure a dummy server that simply traces the mail request but does not even try to deliver mail (Python is known to have such dummy servers out of the box)
• or configure your application with a server that you are allowed to use - contact your system admin in a corporate environment, or your ISP in an individual one. Anyway, you will need that even to configure a true relay.

Could not connect to SMTP host: smtp.gmail.com, port: 587; nested exception is: java.net.ConnectException: Connection timed out: connect

As I said, there's nothing wrong with your code. If anything, just to do some testing, try to drop the Authentication part to see if that works:

    public void sendPlainTextEmail(String host, String port,
            final String userName, final String password, String toAddress,
            String subject, String message) throws AddressException,
            MessagingException {

        // sets SMTP server properties
        Properties properties = new Properties();
        properties.put("mail.smtp.host", host);
        properties.put("mail.smtp.port", port);
        properties.put("mail.smtp.auth", "true");
        properties.put("mail.smtp.starttls.enable", "true");
// *** BEGIN CHANGE
        properties.put("mail.smtp.user", userName);

        // creates a new session, no Authenticator (will connect() later)
        Session session = Session.getDefaultInstance(properties);
// *** END CHANGE

        // creates a new e-mail message
        Message msg = new MimeMessage(session);

        msg.setFrom(new InternetAddress(userName));
        InternetAddress[] toAddresses = { new InternetAddress(toAddress) };
        msg.setRecipients(Message.RecipientType.TO, toAddresses);
        msg.setSubject(subject);
        msg.setSentDate(new Date());
        // set plain text message
        msg.setText(message);

// *** BEGIN CHANGE
        // sends the e-mail
        Transport t = session.getTransport("smtp");
        t.connect(userName, password);
        t.sendMessage(msg, msg.getAllRecipients());
        t.close();
// *** END CHANGE

    }

That's the code I'm using every day to send dozens of emails from my application, and it is 100% guaranteed to work -- as long as smtp.gmail.com:587 is reachable, of course.

Got bad greeting from SMTP host: smtp.yandex.ru, port: 465, response: [EOF]] with root cause Yandex

This properties help me

spring:
 boot:
   admin:
     mail:
       to: ${spring.mail.username}, test@yandex.ru
       from: ${spring.mail.username} 
 mail:
   host: smtp.yandex.ru
   username: test@yandex.ru
   password: password
   port: 587
   protocol: smtp
   properties:
     "mail.transport.protocol": smtp
     "mail.smtp.auth": true
     "mail.smtp.starttls.enable": true

javax.mail.MessagingException: Could not connect to SMTP host?

This is these two lines which was casting me the problem :

m_properties.put("mail.smtp.socketFactory.port", "465");
  m_properties.put("mail.smtp.socketFactory.class","javax.net.ssl.SSLSocketFactory");

and added this line :

m_properties.put("mail.smtp.starttls.enable", "true");

After removing and adding the above lines of code it worked fine.

MailConnectException: Couldn't connect to host, port: smtp.gmail.com, 465; timeout -1

Fix these common JavaMail mistakes.

Follow the connection debugging tips in the JavaMail FAQ.

Most likely there's a firewall or anti-virus product that's preventing you from connecting.

If Tomcat is running with a Java security manager, the JavaMail FAQ has information about configuring security permissions. If that doesn't help, the JavaMail FAQ also has information about debugging problems with security permissions.

Did I mention that you should read the JavaMail FAQ? :-)

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