Properly secured sessions guaranteed by SSL certificates are a critical component of the modern web site. Many developers haven't had enough exposure to managing them because they've historically cost more than you'd want to spend on a toy project. Enter Let's Encrypt: "Let’s Encrypt is a free, automated, and open certificate authority, run for the public’s benefit." In this session you'll see how you can quickly easily deploy your own free SSL certificate using the Caddy HTTP server. We'll be securing a simple web app — a dice-rolling microservice written in Python with the lightweight Flask web framework. If you've been curious about Let's Encrypt, Flask, or microservices, come on by!