We're redoing some of our application servers to bring everything under Ansible management, modernize, etc. Most of what we write gets deployed on OpenBSD. It's mostly been a painless process, except for that nagging "have to build it by hand with command line switches" issue with Nokogiri :P

Anyway, this writeup is basically everything you need to get your Sinatra application deploying under Puma, using Capistrano to manage the deploys, onto OpenBSD hosts. Reverse proxying and TLS