![]() ![]() There were also security concerns with using the single port and upgrading the connection. Email clients can be very long lived, so disabling the new ports was not a user friendly option. ![]() There were already real users who were using the new port numbers with their email clients. In order to support only a single port, STARTTLS was created as a way for a client to connect over plain text, and then upgrade the connection to a secure one that used SSL/TLS. Some time after these new ports to support implicit TLS were agreed upon, it was decided that having two ports for every protocol was wasteful. ![]() This is referred to as "implicit TLS", meaning it is expected that both sides of a connection will support encrypted connections. This safeguarded sensitive information like passwords and email addresses - either the information would be transferred securely, or it would not be transferred at all. These ports expected SSL/TLS connections immediately, so they refused any attempt to transmit any information in plain text. To add security, three new ports were decided upon. This put passwords at significant risk of being stolen if an attacker were watching the connection. ![]() While many services supported using STARTTLS to upgrade the connection on these ports, if a client did not also support this, there was a risk of sensitive information like passwords being transmitted in plain text. Since email technology like IMAP, POP, and SMTP were already around when SSL/TLS was invented, plain text connections were expected across the standard ports of 143, 110, and 25. SSL/TLS vs plaintext/STARTTLS port numbersÄepending on the type of connection and what encryption is supported, different port numbers might be needed. Adding proper encryption to these without breaking existing behaviour was a significant challenge. SSL/TLS and STARTTLS had not been invented yet when IMAP, POP, and SMTP were already well established. To understand SSL/TLS and STARTTLS, it's necessary to understand the history behind these standards and how the industry has evolved to deal with existing user and client behaviors and new threats. "TLS, if available" meant that the program would try to use STARTTLS to upgrade the connection if the server supported this, but otherwise use an insecure connection. These versions also used the term "TLS, if available". Older versions of Thunderbird in particular used "TLS" to mean that STARTTLS should be used to upgrade the connection, and the connection should fail if STARTTLS is not supported. One cause of confusion around the names of these different technologies is that some email software incorrectly uses the term TLS when they should have used STARTTLS. Current software supports TLS v1.0, TLS v1.1, and TLS v1.2, and many sites and services now strongly recommend at least TLS v1.2 for its overall improved security profile. SSL has been officially deprecated (as of May 2018) and is no longer in use by modern online services. While almost all online services support SSL/TLS today, not all services support the newest TLS v1.3. This might mean that if the server supports the newest TLS v1.3, but the email client connecting to the server only supports TLS v1.1, both sides might use TLS v1.1. When a connection is made to a port that has SSL or TLS, or when an insecure connection is upgraded to secure by STARTTLS, both sides of the connection will agree on a particular version depending on what is supported. The version numbers of SSL and TLS in order from oldest to newest is: STARTTLS helped to reduce this risk by taking an existing insecure connection and upgrading it to a secure connection that used SSL/TLS. This put personal information in danger of being stolen. Before encryption was standard, many connections between an email client and the server were done insecurely. The terms SSL and TLS are often switched and used interchangeably. It is supported by all modern and secure systems that handle internet traffic, including Fastmail. This prevents any third parties from spying on these communications. SSL and TLS are the standard technology to encrypt connections between two computers. If you are looking for information on setting up your email client, please go here. This is an informational page about the history of SSL, TLS, and STARTTLS and the differences between these protocols. ![]()
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