I've been in talks with the DO owner regarding how at least half of the DO BSD UserVoice votes (https://digitalocean.uservoice.com/forums/136585-digitalocea...) were for OpenBSD. Yet only FreeBSD got supported.
How, for instance, most of the cool stuff in FreeBSD comes from OpenBSD (pf, OpenSSH, OpenSMTPD, OpenNTPD, LibreSSL, http://itwire.com/business-it-news/open-source/62641-crypto-...). How, for instance, one cannot protect oneself properly using FreeBSD's outdated version of pf.
He's expressed his utmost sympathy, and it is my belief that he's slowly but surely realizing OpenBSD's worth.