Gentle introduction to TLS, PKI, and Python's ssl module

Christian Heimes

Abstract

TLS/SSL is the most important and widely-used protocol for secure and encrypted communication. I'm going to introduce you to TLS 1.2 and 1.3, cryptographic building blocks, best-practice configuration, certificates, and public key infrastructure using Python's ssl module

Description

TLS is an ubiquitous protocol for secure communication. It's used in HTTPS, email (IMAP, POP3, SMTP), LDAP, FTP, and more. Some recent protocols like HTTP/2 are not defined for unencrypted channels. TLS offers more than just encryption with symmetric cryptography. It also ensures data integrity and strong authentication with the help of X.509 certificates and public key infrastructure (PKI).

Did you ever wonder what's the difference between SSL, TLS, and StartTLS? Or what is the meaning of cryptic terms and names like Server Name Indication, Subject Alternative Name, or TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384? What is perfect forward secrecy and why is it so important for privacy? Does HTTPS make my website slow? What is the difference between a root CA, intermediate CA and end-entity certificate? My talk explains how a client and a server establish a secure connection, why a certificate is required, and how TLS 1.3 has improved the handshake.

Some prior knowledge of cryptography and networking basics are helpful but not required to follow this talk.

Bio

Christian is a long time Python developer from Hamburg/Germany. In the past he has contributed to several Open Source projects such as the CPython interpreter. In the past years he has helped to keep Python secure, for example as member of the Python security response team, secure hashing (PEP 456) and improvements of Python's TLS/SSL module. Nowadays he is employed by Red Hat and works OpenShift container security and FreeIPA identity management.