HTTPS certificates are a pain to keep up-to-date. Let's Encrypt makes it easier, but there's still a bunch of manual steps.

Digital Ocean could easily solve that inconvenience for its customers by providing support for Let's Encrypt.

A ton of hosts (ie. your competitors) already support it; see: https://certbot.eff.org/hosting_providers.

Digital Ocean should be on that list: it will make you more competitive, and it will make life better for your customers (or at least those using HTTPS).